OA12954A - Proline derivatives having affinity for the calcium channel alpha-2-delta subunit. - Google Patents

Proline derivatives having affinity for the calcium channel alpha-2-delta subunit. Download PDF

Info

Publication number: OA12954A
Authority: OA; OAPI
Prior art keywords: alkyl; pyrrolidine; carboxylic acid; formula; pain
Prior art date: 2002-10-31

Application number

OA1200500132A

Other languages

English (en)

Inventor

David James Rawson

Original Assignee

Pfizer

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.)

2002-10-31

Filing date

2003-10-22

Publication date

2006-10-13

2003-10-22 Application filed by Pfizer filed Critical Pfizer

2006-10-13 Publication of OA12954A publication Critical patent/OA12954A/en

Links

150000003147 proline derivatives Chemical class 0.000 title abstract description 3
108090000312 Calcium Channels Proteins 0.000 title description 4
102000003922 Calcium Channels Human genes 0.000 title description 4
150000001875 compounds Chemical class 0.000 claims abstract description 200
208000002193 Pain Diseases 0.000 claims abstract description 67
-1 cyano, nitro, amino, hydroxycarbonyl Chemical group 0.000 claims abstract description 65
230000036407 pain Effects 0.000 claims abstract description 64
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 37
229940002612 prodrug Drugs 0.000 claims abstract description 28
239000000651 prodrug Substances 0.000 claims abstract description 28
208000035475 disorder Diseases 0.000 claims abstract description 23
238000011282 treatment Methods 0.000 claims abstract description 15
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 13
125000003545 alkoxy group Chemical group 0.000 claims abstract description 12
229910052760 oxygen Inorganic materials 0.000 claims abstract description 12
229910052717 sulfur Inorganic materials 0.000 claims abstract description 12
125000003118 aryl group Chemical group 0.000 claims abstract description 11
125000000592 heterocycloalkyl group Chemical group 0.000 claims abstract description 11
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
125000003282 alkyl amino group Chemical group 0.000 claims abstract description 8
125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims abstract description 8
206010015037 epilepsy Diseases 0.000 claims abstract description 8
229910052736 halogen Inorganic materials 0.000 claims abstract description 8
150000002367 halogens Chemical class 0.000 claims abstract description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 7
208000015122 neurodegenerative disease Diseases 0.000 claims abstract description 7
125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
208000019901 Anxiety disease Diseases 0.000 claims abstract description 5
208000006083 Hypokinesia Diseases 0.000 claims abstract description 5
125000004442 acylamino group Chemical group 0.000 claims abstract description 5
125000004691 alkyl thio carbonyl group Chemical group 0.000 claims abstract description 5
125000000304 alkynyl group Chemical group 0.000 claims abstract description 5
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims abstract description 5
230000036506 anxiety Effects 0.000 claims abstract description 5
208000002173 dizziness Diseases 0.000 claims abstract description 5
230000003483 hypokinetic effect Effects 0.000 claims abstract description 5
208000019116 sleep disease Diseases 0.000 claims abstract description 5
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 4
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract description 3
125000000217 alkyl group Chemical group 0.000 claims description 19
201000010099 disease Diseases 0.000 claims description 14
239000001257 hydrogen Substances 0.000 claims description 13
229910052739 hydrogen Inorganic materials 0.000 claims description 13
239000003795 chemical substances by application Substances 0.000 claims description 12
239000000546 pharmaceutical excipient Substances 0.000 claims description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
239000003085 diluting agent Substances 0.000 claims description 7
208000002551 irritable bowel syndrome Diseases 0.000 claims description 6
201000008482 osteoarthritis Diseases 0.000 claims description 6
208000000450 Pelvic Pain Diseases 0.000 claims description 5
201000003146 cystitis Diseases 0.000 claims description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
208000005171 Dysmenorrhea Diseases 0.000 claims description 4
206010013935 Dysmenorrhoea Diseases 0.000 claims description 4
125000001309 chloro group Chemical group Cl* 0.000 claims description 4
125000001153 fluoro group Chemical group F* 0.000 claims description 4
150000002431 hydrogen Chemical class 0.000 claims description 4
239000003112 inhibitor Substances 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
206010039073 rheumatoid arthritis Diseases 0.000 claims description 4
LUANXJIOUGKVRZ-UWVGGRQHSA-N (2s,4s)-4-(3-chlorophenoxy)pyrrolidine-2-carboxylic acid Chemical compound C1N[C@H](C(=O)O)C[C@@H]1OC1=CC=CC(Cl)=C1 LUANXJIOUGKVRZ-UWVGGRQHSA-N 0.000 claims description 3
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
125000001246 bromo group Chemical group Br* 0.000 claims description 3
125000005956 isoquinolyl group Chemical group 0.000 claims description 3
125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 claims description 3
RAQCCYPHNZQIOA-CPCISQLKSA-N (2s,4s)-4-[(2,5-difluorophenyl)methyl]pyrrolidine-2-carboxylic acid Chemical compound C1N[C@H](C(=O)O)C[C@@H]1CC1=CC(F)=CC=C1F RAQCCYPHNZQIOA-CPCISQLKSA-N 0.000 claims description 2
125000006727 (C1-C6) alkenyl group Chemical group 0.000 claims description 2
125000004750 (C1-C6) alkylaminosulfonyl group Chemical group 0.000 claims description 2
125000006728 (C1-C6) alkynyl group Chemical group 0.000 claims description 2
239000013543 active substance Substances 0.000 claims description 2
125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 2
239000000969 carrier Substances 0.000 claims description 2
125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
230000002757 inflammatory effect Effects 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
238000013160 medical therapy Methods 0.000 claims description 2
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
230000002981 neuropathic effect Effects 0.000 claims description 2
DRNMETWPIFAUPJ-CABZTGNLSA-N (2s,4s)-4-[(3-methoxyphenoxy)methyl]pyrrolidine-2-carboxylic acid Chemical compound COC1=CC=CC(OC[C@H]2C[C@H](NC2)C(O)=O)=C1 DRNMETWPIFAUPJ-CABZTGNLSA-N 0.000 claims 1
125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 1
238000000034 method Methods 0.000 abstract description 39
150000003839 salts Chemical class 0.000 abstract description 29
230000008569 process Effects 0.000 abstract description 6
238000002360 preparation method Methods 0.000 abstract description 5
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208000018522 Gastrointestinal disease Diseases 0.000 abstract description 2
125000001424 substituent group Chemical group 0.000 abstract description 2
239000012453 solvate Substances 0.000 abstract 2
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239000000543 intermediate Substances 0.000 abstract 1
208000009935 visceral pain Diseases 0.000 abstract 1
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FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 24
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YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
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UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 description 16
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 14
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 14
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Chemical compound 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 13
229920000642 polymer Polymers 0.000 description 13
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 12
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239000002585 base Substances 0.000 description 12
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
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239000002552 dosage form Substances 0.000 description 11
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125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 11
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RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 11
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 10
150000002148 esters Chemical class 0.000 description 10
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Classifications

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- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
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- C07—ORGANIC CHEMISTRY
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

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OA1200500132A 2002-10-31 2003-10-22 Proline derivatives having affinity for the calcium channel alpha-2-delta subunit. OA12954A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GBGB0225379.7A GB0225379D0 (en)	2002-10-31	2002-10-31	Therapeutic proline derivatives

Publications (1)

Publication Number	Publication Date
OA12954A true OA12954A (en)	2006-10-13

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ID=9946940

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA1200500132A OA12954A (en)	2002-10-31	2003-10-22	Proline derivatives having affinity for the calcium channel alpha-2-delta subunit.

Country Status (38)

Country	Link
EP (1)	EP1558246B1 (de)
JP (2)	JP3940416B2 (de)
KR (2)	KR100750782B1 (de)
CN (1)	CN100418525C (de)
AP (1)	AP2005003295A0 (de)
AR (1)	AR041865A1 (de)
AT (1)	ATE468116T1 (de)
AU (1)	AU2003269411B2 (de)
BR (1)	BR0315839A (de)
CA (1)	CA2499698C (de)
CO (1)	CO5550430A2 (de)
CR (1)	CR7802A (de)
DE (1)	DE60332646D1 (de)
DK (1)	DK1558246T3 (de)
EA (1)	EA009767B1 (de)
EC (1)	ECSP055769A (de)
ES (1)	ES2343624T3 (de)
GB (1)	GB0225379D0 (de)
GE (1)	GEP20074127B (de)
GT (1)	GT200300234A (de)
HR (1)	HRP20050351A2 (de)
IL (4)	IL167799A (de)
IS (1)	IS7754A (de)
MA (1)	MA27481A1 (de)
MX (1)	MXPA05004662A (de)
NL (1)	NL1024677C2 (de)
NO (1)	NO330496B1 (de)
OA (1)	OA12954A (de)
PA (1)	PA8587201A1 (de)
PE (1)	PE20040553A1 (de)
PL (1)	PL376703A1 (de)
RS (1)	RS20050333A (de)
TN (1)	TNSN05122A1 (de)
TW (2)	TW200416030A (de)
UA (1)	UA81437C2 (de)
UY (1)	UY28043A1 (de)
WO (1)	WO2004039367A1 (de)
ZA (1)	ZA200502305B (de)

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GB0225379D0 (en) *	2002-10-31	2002-12-11	Pfizer Ltd	Therapeutic proline derivatives
US20050043345A1 (en) *	2003-08-22	2005-02-24	Pfizer Inc	Pharmaceutical composition for the prevention and treatment of addiction in a mammal
WO2005097741A1 (en) *	2004-04-05	2005-10-20	Pfizer Limited	Process for the recrystallisation of proline derivates
WO2006092692A1 (en) *	2005-03-01	2006-09-08	Pfizer Limited	Use of combinations of pde7 inhibitors and alpha-2-delty ligands for the treatment of neuropathic pain
EP2058301A4 (de) *	2006-06-06	2011-03-30	Univ Gifu	Pyrrolidinanalogen zur prävention neurogener schmerzen und verfahren zu dessen herstellung
AR061728A1 (es) *	2006-06-30	2008-09-17	Pfizer Prod Inc	Composicion para tratamiento usando compuestos selectivos alfa-2-delta-1
WO2014078568A1 (en)	2012-11-14	2014-05-22	The Johns Hopkins University	Methods and compositions for treating schizophrenia
WO2014206257A1 (zh)	2013-06-26	2014-12-31	浙江九洲药业股份有限公司	一种2-羧酸吡咯烷衍生物的制备方法
WO2015003723A1 (en) *	2013-07-12	2015-01-15	Københavns Universitet	Substituted 4-proline derivatives as iglur antagonists
CN104418785A (zh) *	2013-09-05	2015-03-18	浙江九洲药业股份有限公司	一种药物中间体的制备方法
CN104829513B (zh) *	2014-02-11	2019-02-19	浙江九洲药业股份有限公司	一种2-羧基-4-甲氧基甲基吡咯烷衍生物的制备方法
CN104844495A (zh) *	2015-06-05	2015-08-19	武汉理工大学	一种(2s,4s)-4-苯硫基-l-脯氨酸盐酸盐的合成方法
WO2020120606A1 (en) *	2018-12-12	2020-06-18	Esteve Pharmaceuticals, S.A.	New pyrrolidine-2-carboxylic acid derivatives for treating pain and pain related conditions
TW202026281A (zh) *	2018-12-12	2020-07-16	西班牙商艾斯提夫製藥股份有限公司	用於治療疼痛和疼痛相關病症之新吡咯啶–2– 甲酸衍生物
EP3904339A1 (de) *	2020-04-28	2021-11-03	Esteve Pharmaceuticals, S.A.	Alkylaminoprolinderivate als alfa-2-delta-1-blocker

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CA1144930A (en) *	1978-08-11	1983-04-19	Miguel A. Ondetti	Mercaptoacyl derivatives of substituted prolines
US4311705A (en) *	1980-10-06	1982-01-19	E. R. Squibb & Sons, Inc.	Carboxyalkanoyl and hydroxycarbamoylalkanoyl derivatives of substituted prolines
ZA817601B (en) *	1980-11-24	1982-10-27	Squibb & Sons Inc	Carboxyalkyl amino acid derivatives of various substituted prolines
WO1992018156A1 (en) *	1991-04-19	1992-10-29	Nova Technology Limited Partnership	Bradykinin antagonist peptides
US5612360A (en) *	1992-06-03	1997-03-18	Eli Lilly And Company	Angiotensin II antagonists
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JP3196106B2 (ja) *	1997-03-27	2001-08-06	参天製薬株式会社	ロイコトリエンａ４ヒドロラーゼ阻害剤
EP1082306A1 (de) *	1998-05-26	2001-03-14	Warner-Lambert Company	Aminosäureverbindungen mit starrer konformation mit affinität für die alpha2delta untereinheit eines calciumkanals
CO5300399A1 (es) *	2000-02-25	2003-07-31	Astrazeneca Ab	Heterocicliocs que contienen nitrogeno, proceso para su preparacion y composiciones farmaceuticas que los contienen
GB0225379D0 (en) *	2002-10-31	2002-12-11	Pfizer Ltd	Therapeutic proline derivatives

2002
- 2002-10-31 GB GBGB0225379.7A patent/GB0225379D0/en not_active Ceased
2003
- 2003-10-22 KR KR1020057007561A patent/KR100750782B1/ko not_active Expired - Fee Related
- 2003-10-22 ES ES03751192T patent/ES2343624T3/es not_active Expired - Lifetime
- 2003-10-22 EP EP03751192A patent/EP1558246B1/de not_active Expired - Lifetime
- 2003-10-22 PL PL376703A patent/PL376703A1/pl not_active Application Discontinuation
- 2003-10-22 RS YUP-2005/0333A patent/RS20050333A/sr unknown
- 2003-10-22 UA UAA200504092A patent/UA81437C2/uk unknown
- 2003-10-22 HR HR20050351A patent/HRP20050351A2/hr not_active Application Discontinuation
- 2003-10-22 AU AU2003269411A patent/AU2003269411B2/en not_active Ceased
- 2003-10-22 EA EA200500581A patent/EA009767B1/ru not_active IP Right Cessation
- 2003-10-22 AP AP2005003295A patent/AP2005003295A0/xx unknown
- 2003-10-22 BR BR0315839-0A patent/BR0315839A/pt not_active IP Right Cessation
- 2003-10-22 WO PCT/IB2003/004697 patent/WO2004039367A1/en not_active Ceased
- 2003-10-22 JP JP2004547896A patent/JP3940416B2/ja not_active Expired - Fee Related
- 2003-10-22 DE DE60332646T patent/DE60332646D1/de not_active Expired - Lifetime
- 2003-10-22 CA CA002499698A patent/CA2499698C/en not_active Expired - Fee Related
- 2003-10-22 KR KR1020077008828A patent/KR20070046213A/ko not_active Withdrawn
- 2003-10-22 CN CNB2003801024978A patent/CN100418525C/zh not_active Expired - Fee Related
- 2003-10-22 MX MXPA05004662A patent/MXPA05004662A/es active IP Right Grant
- 2003-10-22 OA OA1200500132A patent/OA12954A/en unknown
- 2003-10-22 GE GEAP20038772A patent/GEP20074127B/en unknown
- 2003-10-22 DK DK03751192.0T patent/DK1558246T3/da active
- 2003-10-22 AT AT03751192T patent/ATE468116T1/de not_active IP Right Cessation
- 2003-10-27 UY UY28043A patent/UY28043A1/es not_active Application Discontinuation
- 2003-10-28 GT GT200300234A patent/GT200300234A/es unknown
- 2003-10-29 PE PE2003001093A patent/PE20040553A1/es not_active Application Discontinuation
- 2003-10-29 AR ARP030103960A patent/AR041865A1/es not_active Application Discontinuation
- 2003-10-30 TW TW092130304A patent/TW200416030A/zh unknown
- 2003-10-30 TW TW095122538A patent/TW200633699A/zh unknown
- 2003-10-30 PA PA20038587201A patent/PA8587201A1/es unknown
- 2003-10-31 NL NL1024677A patent/NL1024677C2/nl not_active IP Right Cessation
2005
- 2005-03-17 NO NO20051407A patent/NO330496B1/no not_active IP Right Cessation
- 2005-03-17 IS IS7754A patent/IS7754A/is unknown
- 2005-03-18 ZA ZA200502305A patent/ZA200502305B/en unknown
- 2005-03-31 IL IL167799A patent/IL167799A/en not_active IP Right Cessation
- 2005-04-21 CR CR7802A patent/CR7802A/es not_active Application Discontinuation
- 2005-04-22 CO CO05038508A patent/CO5550430A2/es not_active Application Discontinuation
- 2005-04-29 MA MA28242A patent/MA27481A1/fr unknown
- 2005-04-29 TN TNP2005000122A patent/TNSN05122A1/fr unknown
- 2005-04-29 EC EC2005005769A patent/ECSP055769A/es unknown
2006
- 2006-07-25 JP JP2006201384A patent/JP4555263B2/ja not_active Expired - Fee Related
2009
- 2009-11-05 IL IL201966A patent/IL201966A/en not_active IP Right Cessation
- 2009-11-05 IL IL201967A patent/IL201967A/en not_active IP Right Cessation
- 2009-11-05 IL IL201965A patent/IL201965A/en not_active IP Right Cessation

Also Published As

Publication number	Publication date
CO5550430A2 (es)	2005-08-31
BR0315839A (pt)	2005-09-27
JP4555263B2 (ja)	2010-09-29
WO2004039367A1 (en)	2004-05-13
IL201966A (en)	2011-06-30
IL167799A (en)	2011-03-31
MXPA05004662A (es)	2005-06-08
EA009767B1 (ru)	2008-04-28
NL1024677A1 (nl)	2004-05-06
MA27481A1 (fr)	2005-08-01
GEP20074127B (en)	2007-06-11
IL201965A (en)	2011-03-31
PL376703A1 (pl)	2006-01-09
GB0225379D0 (en)	2002-12-11
AU2003269411A1 (en)	2004-05-25
CR7802A (es)	2007-10-23
ECSP055769A (es)	2005-08-11
ZA200502305B (en)	2006-11-29
GT200300234A (es)	2004-06-23
EP1558246B1 (de)	2010-05-19
AU2003269411B2 (en)	2009-06-18
KR20050065646A (ko)	2005-06-29
CN100418525C (zh)	2008-09-17
ATE468116T1 (de)	2010-06-15
DK1558246T3 (da)	2010-08-09
CN1711081A (zh)	2005-12-21
TW200416030A (en)	2004-09-01
TNSN05122A1 (fr)	2007-05-14
TW200633699A (en)	2006-10-01
ES2343624T3 (es)	2010-08-05
DE60332646D1 (de)	2010-07-01
KR20070046213A (ko)	2007-05-02
PE20040553A1 (es)	2004-08-28
JP3940416B2 (ja)	2007-07-04
NO330496B1 (no)	2011-05-02
RS20050333A (sr)	2007-06-04
JP2006328078A (ja)	2006-12-07
CA2499698A1 (en)	2004-05-13
EP1558246A1 (de)	2005-08-03
IS7754A (is)	2005-03-17
EA200500581A1 (ru)	2005-12-29
HK1081441A1 (zh)	2006-05-19
HRP20050351A2 (en)	2005-10-31
PA8587201A1 (es)	2004-05-26
NL1024677C2 (nl)	2005-07-04
JP2006516115A (ja)	2006-06-22
CA2499698C (en)	2009-01-20
KR100750782B1 (ko)	2007-08-20
AR041865A1 (es)	2005-06-01
AP2005003295A0 (en)	2005-06-30
UA81437C2 (en)	2008-01-10
IL201967A (en)	2011-06-30
NO20051407D0 (no)	2005-03-17
UY28043A1 (es)	2004-05-31
NO20051407L (no)	2005-07-26

Publication	Publication Date	Title
IL201967A (en)	2011-06-30	Proline derivatives having affinity for the calcium channel alpha-2-delta subunit, pharmaceutical compositions comprising same and combinations comprising said derivatives with another active agent
US7053122B2 (en)	2006-05-30	Therapeutic use of aryl amino acid derivatives
US7659305B2 (en)	2010-02-09	Therapeutic proline derivatives
CA2606353C (en)	2011-11-22	Alpha-methyl amino acid derivatives
US20040092498A1 (en)	2004-05-13	Substituted glycine derivatives for use as medicaments
WO2004016583A1 (en)	2004-02-26	Substituted glycine derivatives for use as medicaments
HK1081441B (zh)	2009-01-23	对钙通道α-2-δ亚基具有亲合力的脯氨酸衍生物
WO2006120544A1 (en)	2006-11-16	β-AMINO ACID DERIVATIVES
WO2004014357A2 (en)	2004-02-19	Therapeutic use of aryl amino acid derivatives