OA10600A - Salts of an anti-migraine indole derivative - Google Patents

Salts of an anti-migraine indole derivative Download PDF

Info

Publication number: OA10600A
Authority: OA; OAPI
Prior art keywords: compound; formula; daims; suitable solvent; polymorphic form
Prior art date: 1994-08-27

Application number

OA60969A

Other languages

English (en)

Inventor

Valerie Denise Harding

Ross James Macrae

Ronald James Ogilvie

Original Assignee

Pfizer Res & Dev

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1994-08-27

Filing date

1997-02-27

Publication date

2000-04-06

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10760474&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=OA10600(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1997-02-27 Application filed by Pfizer Res & Dev filed Critical Pfizer Res & Dev

2000-04-06 Publication of OA10600A publication Critical patent/OA10600A/en

Links

150000003839 salts Chemical class 0.000 title description 9
230000002460 anti-migrenic effect Effects 0.000 title description 2
150000002475 indoles Chemical class 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 30
238000000034 method Methods 0.000 claims abstract description 14
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 14
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 40
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 20
239000002904 solvent Substances 0.000 claims description 17
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 15
239000000203 mixture Substances 0.000 claims description 14
239000000243 solution Substances 0.000 claims description 14
238000011282 treatment Methods 0.000 claims description 13
229910000042 hydrogen bromide Inorganic materials 0.000 claims description 11
239000007864 aqueous solution Substances 0.000 claims description 9
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 8
238000000634 powder X-ray diffraction Methods 0.000 claims description 8
238000010521 absorption reaction Methods 0.000 claims description 7
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
239000010439 graphite Substances 0.000 claims description 6
229910002804 graphite Inorganic materials 0.000 claims description 6
238000002329 infrared spectrum Methods 0.000 claims description 6
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
239000000556 agonist Substances 0.000 claims description 5
229910052802 copper Inorganic materials 0.000 claims description 5
239000010949 copper Substances 0.000 claims description 5
239000007909 solid dosage form Substances 0.000 claims description 5
206010059245 Angiopathy Diseases 0.000 claims description 4
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206010009094 Chronic paroxysmal hemicrania Diseases 0.000 claims description 4
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208000019454 Feeding and Eating disease Diseases 0.000 claims description 4
206010020772 Hypertension Diseases 0.000 claims description 4
208000008589 Obesity Diseases 0.000 claims description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
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230000008018 melting Effects 0.000 description 7
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GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
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UTINOWOSWSPFLJ-FSRHSHDFSA-N eletriptan hydrobromide Chemical compound Br.CN1CCC[C@@H]1CC(C1=C2)=CNC1=CC=C2CCS(=O)(=O)C1=CC=CC=C1 UTINOWOSWSPFLJ-FSRHSHDFSA-N 0.000 description 4
238000001914 filtration Methods 0.000 description 4
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206010027599 migraine Diseases 0.000 description 4
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 3
229920002261 Corn starch Polymers 0.000 description 3
229920002785 Croscarmellose sodium Polymers 0.000 description 3
235000019759 Maize starch Nutrition 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 3
SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 3
238000005056 compaction Methods 0.000 description 3
229960001681 croscarmellose sodium Drugs 0.000 description 3
235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 description 3
238000011161 development Methods 0.000 description 3
238000000113 differential scanning calorimetry Methods 0.000 description 3
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NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
239000001267 polyvinylpyrrolidone Substances 0.000 description 3
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238000004448 titration Methods 0.000 description 3
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SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
101000973200 Homo sapiens Nuclear factor 1 C-type Proteins 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 2
229910002651 NO3 Inorganic materials 0.000 description 2
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
102100022162 Nuclear factor 1 C-type Human genes 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
101000973172 Sus scrofa Nuclear factor 1 Proteins 0.000 description 2
239000002253 acid Substances 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
238000004090 dissolution Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000007943 implant Substances 0.000 description 2
239000007937 lozenge Substances 0.000 description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000006190 sub-lingual tablet Substances 0.000 description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 2
239000000725 suspension Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
IWYDHOAUDWTVEP-SSDOTTSWSA-N (R)-mandelic acid Chemical compound OC(=O)[C@H](O)C1=CC=CC=C1 IWYDHOAUDWTVEP-SSDOTTSWSA-N 0.000 description 1
QZAYGJVTTNCVMB-PZFLKRBQSA-N 3-(2-amino-1,2-ditritioethyl)-1h-indol-5-ol Chemical compound C1=C(O)C=C2C(C([3H])C(N)[3H])=CNC2=C1 QZAYGJVTTNCVMB-PZFLKRBQSA-N 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-M 3-carboxy-2,3-dihydroxypropanoate Chemical compound OC(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-M 0.000 description 1
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241000283690 Bos taurus Species 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
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RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
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229920002472 Starch Polymers 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
239000003420 antiserotonin agent Substances 0.000 description 1
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QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical group S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
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239000001257 hydrogen Substances 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
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239000007788 liquid Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
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239000004570 mortar (masonry) Substances 0.000 description 1
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GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A—HUMAN NECESSITIES
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/22—Anxiolytics
- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Pain & Pain Management (AREA)
Psychiatry (AREA)
Addiction (AREA)
Hematology (AREA)
Hospice & Palliative Care (AREA)
Diabetes (AREA)
Child & Adolescent Psychology (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Toxicology (AREA)
Anesthesiology (AREA)
Nutrition Science (AREA)
Obesity (AREA)
Otolaryngology (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Indole Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Crystals, And After-Treatments Of Crystals (AREA)
Reciprocating, Oscillating Or Vibrating Motors (AREA)

OA60969A 1994-08-27 1997-02-27 Salts of an anti-migraine indole derivative OA10600A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB9417310A GB9417310D0 (en)	1994-08-27	1994-08-27	Therapeutic agents

Publications (1)

Publication Number	Publication Date
OA10600A true OA10600A (en)	2000-04-06

Family

ID=10760474

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA60969A OA10600A (en)	1994-08-27	1997-02-27	Salts of an anti-migraine indole derivative

Country Status (45)

Country	Link
US (2)	US6110940A (fr)
EP (1)	EP0776323B1 (fr)
JP (1)	JP2904588B2 (fr)
KR (1)	KR100228952B1 (fr)
CN (1)	CN1066727C (fr)
AP (1)	AP576A (fr)
AT (1)	ATE163182T1 (fr)
AU (1)	AU691005B2 (fr)
BG (1)	BG61840B1 (fr)
BR (1)	BRPI9503812B1 (fr)
CA (1)	CA2198599C (fr)
CO (1)	CO4410334A1 (fr)
CZ (1)	CZ287693B6 (fr)
DE (1)	DE69501620T2 (fr)
DK (1)	DK0776323T3 (fr)
DZ (1)	DZ1923A1 (fr)
EG (1)	EG23822A (fr)
ES (1)	ES2112650T3 (fr)
FI (1)	FI113768B (fr)
GB (1)	GB9417310D0 (fr)
GR (1)	GR3026475T3 (fr)
HR (1)	HRP950460B1 (fr)
HU (1)	HU227822B1 (fr)
IL (1)	IL115013A (fr)
IS (1)	IS1850B (fr)
LV (1)	LV11800B (fr)
MA (1)	MA23650A1 (fr)
MX (1)	MX9701538A (fr)
MY (1)	MY113733A (fr)
NO (1)	NO311297B1 (fr)
NZ (1)	NZ288210A (fr)
OA (1)	OA10600A (fr)
PE (1)	PE41596A1 (fr)
PL (1)	PL180867B1 (fr)
RO (1)	RO116400B1 (fr)
RU (1)	RU2159241C2 (fr)
SA (1)	SA95160156B1 (fr)
SI (1)	SI9520091B (fr)
SK (1)	SK282922B6 (fr)
TN (1)	TNSN95092A1 (fr)
TR (1)	TR199501061A2 (fr)
UA (1)	UA45980C2 (fr)
WO (1)	WO1996006842A1 (fr)
YU (1)	YU49287B (fr)
ZA (1)	ZA957142B (fr)

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GB9922963D0 (en) *	1999-09-28	1999-12-01	Pfizer Ltd	Polymorphic salt
GB9915231D0 (en)	1999-06-29	1999-09-01	Pfizer Ltd	Pharmaceutical complex
GB9923314D0 (en)	1999-10-01	1999-12-08	Pfizer Ltd	Acylation process
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GB0008563D0 (en)	2000-04-07	2000-05-24	Cambridge Discovery Chemistry	Investigating different physical and/or chemical forms of materials
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US6579898B2 (en)	2001-03-01	2003-06-17	Pfizer Inc.	Compositions having improved bioavailability
BRPI0409127A (pt)	2003-04-11	2006-03-28	Pfizer	combinação farmacêutica compreendendo eletriptano e bicarbonato de sódio
GB0312478D0 (en) *	2003-05-30	2003-07-09	Pfizer Ltd	Improved process
US7132549B2 (en)	2003-05-30	2006-11-07	Pfizer Inc.	Process
US6927296B2 (en)	2003-07-23	2005-08-09	Pfizer Inc.	Process
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CA2666149A1 (fr) *	2006-10-19	2008-04-24	Auspex Pharmaceuticals, Inc.	Indoles substitues
US20080139510A1 (en) *	2006-12-07	2008-06-12	Abe Rose	Treatment of migraine headaches with sublingual amino acids
EP1956018A1 (fr) *	2007-02-06	2008-08-13	Boehringer Ingelheim Pharma GmbH & Co. KG	Procédé de préparation d'un dérivé du benzimidazole
EP2093225A1 (fr)	2007-05-01	2009-08-26	Plus Chemicals B.V.	Procédé de préparation de la forme ß de l'hydrobromide d'élétriptan crystallin
WO2008150500A1 (fr) *	2007-05-29	2008-12-11	Plus Chemicals, S.A.	Procédé pour préparer du 5-bromo-3-[(r)-1-méthyl-pyrrolidin-2-yl-méthyl]-1h-indole
WO2009077858A2 (fr) *	2007-12-17	2009-06-25	Actavis Group Ptc Ehf	Sel semioxalate innovant de l'élétriptan
WO2009142771A2 (fr) *	2008-05-22	2009-11-26	Plus Chemicals, S.A.	Sels de (r)-5-(2-phénylsulfonyléthényl)-3-(n-méthylpyrrolidin-2-ylméthyl)-1h-indole, de 5-bromo-3-[(r)-1-méthyl-pyrrolidin-2-ylméthyl]-1h-indole et d’élétryptan
CA2934988A1 (fr) *	2008-08-07	2010-02-11	Valeant International Bermuda	Polymorphes de bromhydrate de bupropion
US20120027816A1 (en) *	2009-02-25	2012-02-02	Actavis Group Ptc Ehf	Highly pure eletriptan or a pharmaceutically acceptable salt thereof substantially free of eletriptan n-oxide impurity
WO2010116386A2 (fr) *	2009-04-08	2010-10-14	Biophore India Pharmaceuticals Pvt. Ltd.	Nouveau polymorphe de bromhydrate d'életriptan et son procédé de fabrication
IT1393700B1 (it)	2009-04-22	2012-05-08	F S I Fabbrica Italiana Sint	Sintesi di 3-{[(2r)-1-metilpirrolidin-2-il]metil}-5-[2-(fenilsulfonil)etil]-1h-indolo
WO2011004391A2 (fr)	2009-06-25	2011-01-13	Matrix Laboratories Ltd	Procédé amélioré d'élaboration d'élétriptane et son sel correspondant
WO2011089614A1 (fr) *	2010-01-19	2011-07-28	Sms Pharmaceuticals Limited	Procédé de préparation de bromhydrate d'élétriptan ayant une forme α
WO2014063752A1 (fr)	2012-10-26	2014-05-01	Synthon Bv	Procédé de production de la forme cristalline alpha du bromhydrure d'élétriptan
WO2017125351A1 (fr)	2016-01-21	2017-07-27	Laboratorios Lesvi Sl	Procédé de préparation de ((r)-3-[(-1-méthylpyrrolidin-2-yl)méthyl]-5-(2-phénylsulfonyléthyl)-1h-indole

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FR2701026B1 (fr) *	1993-02-02	1995-03-31	Adir	Nouveaux dérivés de l'indole, de l'indazole et du benzisoxazole, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent.
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CN1129933A (zh) *	1993-08-31	1996-08-28	辉瑞大药厂	5-芳基吲哚衍生物

1994
- 1994-08-27 GB GB9417310A patent/GB9417310D0/en active Pending
1995
- 1995-05-17 UA UA97031432A patent/UA45980C2/uk unknown
- 1995-05-17 AU AU27352/95A patent/AU691005B2/en not_active Expired
- 1995-05-17 RO RO97-00375A patent/RO116400B1/ro unknown
- 1995-05-17 HU HU9701704A patent/HU227822B1/hu unknown
- 1995-05-17 CZ CZ1997563A patent/CZ287693B6/cs not_active IP Right Cessation
- 1995-05-17 AT AT95922465T patent/ATE163182T1/de active
- 1995-05-17 SI SI9520091A patent/SI9520091B/sl unknown
- 1995-05-17 MX MX9701538A patent/MX9701538A/es active IP Right Grant
- 1995-05-17 RU RU97104885/04A patent/RU2159241C2/ru active
- 1995-05-17 NZ NZ288210A patent/NZ288210A/en not_active IP Right Cessation
- 1995-05-17 DE DE69501620T patent/DE69501620T2/de not_active Expired - Lifetime
- 1995-05-17 US US08/776,680 patent/US6110940A/en not_active Expired - Lifetime
- 1995-05-17 CA CA002198599A patent/CA2198599C/fr not_active Expired - Lifetime
- 1995-05-17 CN CN95194697A patent/CN1066727C/zh not_active Expired - Lifetime
- 1995-05-17 ES ES95922465T patent/ES2112650T3/es not_active Expired - Lifetime
- 1995-05-17 WO PCT/EP1995/001914 patent/WO1996006842A1/fr not_active Ceased
- 1995-05-17 PL PL95318319A patent/PL180867B1/pl unknown
- 1995-05-17 SK SK248-97A patent/SK282922B6/sk not_active IP Right Cessation
- 1995-05-17 EP EP95922465A patent/EP0776323B1/fr not_active Expired - Lifetime
- 1995-05-17 DK DK95922465.0T patent/DK0776323T3/da active
- 1995-05-17 JP JP8508431A patent/JP2904588B2/ja not_active Expired - Lifetime
- 1995-05-17 KR KR1019970701281A patent/KR100228952B1/ko not_active Expired - Lifetime
- 1995-07-27 AP APAP/P/1995/000754A patent/AP576A/en active
- 1995-08-14 SA SA95160156A patent/SA95160156B1/ar unknown
- 1995-08-16 TN TNTNSN95092A patent/TNSN95092A1/fr unknown
- 1995-08-21 IL IL11501395A patent/IL115013A/xx not_active IP Right Cessation
- 1995-08-21 MA MA23992A patent/MA23650A1/fr unknown
- 1995-08-23 PE PE1995277098A patent/PE41596A1/es not_active IP Right Cessation
- 1995-08-23 CO CO95037815A patent/CO4410334A1/es unknown
- 1995-08-23 DZ DZ950104A patent/DZ1923A1/fr active
- 1995-08-25 HR HR9417310.1A patent/HRP950460B1/xx not_active IP Right Cessation
- 1995-08-25 BR BRPI9503812A patent/BRPI9503812B1/pt not_active IP Right Cessation
- 1995-08-25 YU YU56995A patent/YU49287B/sh unknown
- 1995-08-25 ZA ZA9507142A patent/ZA957142B/xx unknown
- 1995-08-25 MY MYPI95002536A patent/MY113733A/en unknown
- 1995-08-25 TR TR95/01061A patent/TR199501061A2/xx unknown
- 1995-08-26 EG EG71195A patent/EG23822A/xx active
1996
- 1996-12-19 IS IS4401A patent/IS1850B/is unknown
1997
- 1997-02-20 BG BG101250A patent/BG61840B1/bg unknown
- 1997-02-26 LV LVP-97-34A patent/LV11800B/en unknown
- 1997-02-26 FI FI970800A patent/FI113768B/fi not_active IP Right Cessation
- 1997-02-26 NO NO19970861A patent/NO311297B1/no not_active IP Right Cessation
- 1997-02-27 OA OA60969A patent/OA10600A/en unknown
1998
- 1998-03-27 GR GR980400660T patent/GR3026475T3/el unknown
2000
- 2000-06-15 US US09/596,017 patent/US6380226B1/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
IS4401A (is)	1996-12-19
FI113768B (fi)	2004-06-15
MX9701538A (es)	1997-05-31
YU56995A (sh)	1998-07-10
EP0776323B1 (fr)	1998-02-11
MA23650A1 (fr)	1996-04-01
UA45980C2 (uk)	2002-05-15
EP0776323A1 (fr)	1997-06-04
NO311297B1 (no)	2001-11-12
DZ1923A1 (fr)	2002-02-17
EG23822A (en)	2007-09-19
SK282922B6 (sk)	2003-01-09
ZA957142B (en)	1997-02-25
AU691005B2 (en)	1998-05-07
CN1155886A (zh)	1997-07-30
BG101250A (en)	1997-09-30
GB9417310D0 (en)	1994-10-19
PL318319A1 (en)	1997-06-09
CN1066727C (zh)	2001-06-06
DE69501620T2 (de)	1998-07-02
WO1996006842A1 (fr)	1996-03-07
YU49287B (sh)	2005-03-15
SA95160156B1 (ar)	2005-05-30
SK24897A3 (en)	1998-08-05
PE41596A1 (es)	1996-10-12
HRP950460A2 (en)	1997-08-31
CA2198599C (fr)	2000-06-06
NZ288210A (en)	1998-01-26
RO116400B1 (ro)	2001-01-30
MY113733A (en)	2002-05-31
SI9520091A (sl)	1998-02-28
JPH09512283A (ja)	1997-12-09
NO970861D0 (no)	1997-02-26
FI970800A0 (fi)	1997-02-26
SI9520091B (sl)	2004-10-31
KR100228952B1 (ko)	1999-11-01
BRPI9503812B1 (pt)	2017-04-18
CZ56397A3 (cs)	1998-05-13
FI970800L (fi)	1997-02-26
HRP950460B1 (en)	2000-02-29
GR3026475T3 (en)	1998-06-30
AP576A (en)	1997-03-20
LV11800A (lv)	1997-06-20
NO970861L (no)	1997-02-26
CZ287693B6 (en)	2001-01-17
IL115013A (en)	2000-11-21
BG61840B1 (bg)	1998-07-31
IL115013A0 (en)	1995-12-08
LV11800B (en)	1997-10-20
KR970705557A (ko)	1997-10-09
DE69501620D1 (de)	1998-03-19
BR9503812A (pt)	1996-04-16
JP2904588B2 (ja)	1999-06-14
AU2735295A (en)	1996-03-22
HU227822B1 (en)	2012-03-28
AP9500754A0 (en)	1995-07-31
CO4410334A1 (es)	1997-01-09
IS1850B (is)	2003-02-07
HUT77310A (hu)	1998-03-30
US6110940A (en)	2000-08-29
ES2112650T3 (es)	1998-04-01
PL180867B1 (pl)	2001-04-30
TR199501061A2 (tr)	1996-06-21
DK0776323T3 (da)	1998-03-30
RU2159241C2 (ru)	2000-11-20
CA2198599A1 (fr)	1996-03-07
ATE163182T1 (de)	1998-02-15
TNSN95092A1 (fr)	1996-02-06
US6380226B1 (en)	2002-04-30

Publication	Publication Date	Title
OA10600A (en)	2000-04-06	Salts of an anti-migraine indole derivative
CN111100078A (zh)	2020-05-05	3-(2,6-二氯-3,5-二甲氧基-苯基)-1-{6-[4-(4-乙基-哌嗪-1-基)-苯基氨基]-嘧啶-4-基}-1-甲基-脲及其盐的晶型
JP2000506847A (ja)	2000-06-06	４―アミノ―ピリミジン誘導体、これらの化合物を含む医薬品、それらの使用及び製造法
US6534505B2 (en)	2003-03-18	Therapeutic polymorphs of a GABA-A alpha-5 inverse agonist and pamoate formulations of the same
JP2008534470A (ja)	2008-08-28	Ｄｐｐ−ｉｖ阻害剤の新規な塩及び多形
JP7338950B2 (ja)	2023-09-05	（ｓ）－［３，４－ジフルオロ－２－（２－フルオロ－４－ヨードフェニルアミノ）フェニル］［３－ヒドロキシ－３－（ピペリジン－２－イル」）アゼチジン－１－イル］－メタノンの結晶性フマル酸塩
CA2379572C (fr)	2006-11-14	Sel polymorphe
JP2015514741A (ja)	2015-05-21	結晶形態の（Ｓ）−４−アミノ−Ｎ−（１−（４−クロロフェニル）−３−ヒドロキシプロピル）−１−（７Ｈ−ピロロ［２，３−ｄ］−ピリミジン−４−イル）ピペリジン−４−カルボキサミド
HRP20010181A2 (en)	2002-04-30	N-substituted azabicycloheptane derivatives, production and use thereof