DD142876A5 - Verfahren zur herstellung von pyrrolidincarboxaldehyd-und piperidincarboxaldehyd-derivaten - Google Patents

Verfahren zur herstellung von pyrrolidincarboxaldehyd-und piperidincarboxaldehyd-derivaten Download PDF

Info

Publication number: DD142876A5
Authority: DD; German Democratic Republic
Prior art keywords: item; group; product; hydrogen atom; general formula
Prior art date: 1978-04-14

Application number

DD79212198A

Other languages

German (de)

English (en)

Inventor

Sesha I Natarajan

Miguel A Ondetti

Original Assignee

Squibb & Sons Inc

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.)

1978-04-14

Filing date

1979-04-12

Publication date

1980-07-16

1979-04-12 Application filed by Squibb & Sons Inc filed Critical Squibb & Sons Inc

1980-07-16 Publication of DD142876A5 publication Critical patent/DD142876A5/de

Links

238000000034 method Methods 0.000 title claims description 47
238000002360 preparation method Methods 0.000 title claims description 8
FEWLNYSYJNLUOO-UHFFFAOYSA-N 1-Piperidinecarboxaldehyde Chemical class O=CN1CCCCC1 FEWLNYSYJNLUOO-UHFFFAOYSA-N 0.000 title description 8
AGRIQBHIKABLPJ-UHFFFAOYSA-N 1-Pyrrolidinecarboxaldehyde Chemical compound O=CN1CCCC1 AGRIQBHIKABLPJ-UHFFFAOYSA-N 0.000 title description 4
-1 alkanoyl radical Chemical class 0.000 claims description 83
150000001875 compounds Chemical class 0.000 claims description 30
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 13
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 11
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
150000003254 radicals Chemical class 0.000 claims description 7
229910052740 iodine Inorganic materials 0.000 claims description 5
125000003545 alkoxy group Chemical group 0.000 claims description 4
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000011630 iodine Substances 0.000 claims description 3
229910052751 metal Inorganic materials 0.000 claims description 3
239000002184 metal Substances 0.000 claims description 3
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 3
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235000006408 oxalic acid Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
HXEACLLIILLPRG-UHFFFAOYSA-N pipecolic acid Chemical compound OC(=O)C1CCCCN1 HXEACLLIILLPRG-UHFFFAOYSA-N 0.000 description 1
PRAYXGYYVXRDDW-UHFFFAOYSA-N piperidin-2-ylmethanol Chemical compound OCC1CCCCN1 PRAYXGYYVXRDDW-UHFFFAOYSA-N 0.000 description 1
210000002381 plasma Anatomy 0.000 description 1
DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
229910001414 potassium ion Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
229960002429 proline Drugs 0.000 description 1
HVVNJUAVDAZWCB-UHFFFAOYSA-N prolinol Chemical compound OCC1CCCN1 HVVNJUAVDAZWCB-UHFFFAOYSA-N 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000000746 purification Methods 0.000 description 1
GUFUWKKDHIABBW-UHFFFAOYSA-N pyrrolidin-1-ylmethanol Chemical compound OCN1CCCC1 GUFUWKKDHIABBW-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
XUIHHXJZRRKUST-UHFFFAOYSA-N s-[3-[2-(hydroxymethyl)pyrrolidin-1-yl]-2-methyl-3-oxopropyl] ethanethioate Chemical compound CC(=O)SCC(C)C(=O)N1CCCC1CO XUIHHXJZRRKUST-UHFFFAOYSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
229910001415 sodium ion Inorganic materials 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000004383 yellowing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/12—Oxygen or sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/42—Oxygen atoms attached in position 3 or 5

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Bioinformatics & Cheminformatics (AREA)
Cardiology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Heart & Thoracic Surgery (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyrrole Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Hydrogenated Pyridines (AREA)

DD79212198A 1978-04-14 1979-04-12 Verfahren zur herstellung von pyrrolidincarboxaldehyd-und piperidincarboxaldehyd-derivaten DD142876A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US05/896,420 US4206122A (en)	1978-04-14	1978-04-14	Derivatives of pyrrolidinecarboxaldehyde and piperidinecarboxaldehyde and intermediates therefor

Publications (1)

Publication Number	Publication Date
DD142876A5 true DD142876A5 (de)	1980-07-16

Family

ID=25406179

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79212198A DD142876A5 (de)	1978-04-14	1979-04-12	Verfahren zur herstellung von pyrrolidincarboxaldehyd-und piperidincarboxaldehyd-derivaten

Country Status (27)

Country	Link
US (1)	US4206122A (fr)
JP (1)	JPS54145662A (fr)
AT (1)	AT373237B (fr)
AU (1)	AU528337B2 (fr)
BE (1)	BE875592A (fr)
CA (1)	CA1124726A (fr)
CH (1)	CH638183A5 (fr)
DD (1)	DD142876A5 (fr)
DE (1)	DE2914793A1 (fr)
DK (1)	DK153579A (fr)
ES (1)	ES479444A1 (fr)
FR (1)	FR2422651A1 (fr)
GB (1)	GB2020648B (fr)
HU (1)	HU178357B (fr)
IE (1)	IE48497B1 (fr)
IL (1)	IL57071A (fr)
IT (1)	IT1120407B (fr)
LU (1)	LU81150A1 (fr)
NL (1)	NL7902852A (fr)
NO (1)	NO791236L (fr)
NZ (1)	NZ190090A (fr)
PH (1)	PH14438A (fr)
PL (1)	PL214887A1 (fr)
PT (1)	PT69483A (fr)
SU (1)	SU791227A3 (fr)
YU (1)	YU85979A (fr)
ZA (1)	ZA791584B (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ZA794723B (en) *	1978-09-11	1980-08-27	Univ Miami	Anti-hypertensive agents
DD154444A3 (de) *	1980-07-11	1982-03-24	Roland Ohme	Verfahren zur herstellung neuer sulfobetaine
US4626545A (en) *	1984-08-27	1986-12-02	Merck & Co., Inc.	Amino acid derivatives as enzyme inhibitors
JPH0764834B2 (ja) *	1985-11-29	1995-07-12	サントリー株式会社	プロリルエンドペプチダーゼ阻害活性を有する新規ピロリジンアミド誘導体およびその製法並びに用途
JP2691442B2 (ja) *	1989-02-20	1997-12-17	株式会社ヤクルト本社	新規なプロリン誘導体
CA2237936A1 (fr) *	1995-11-16	1997-05-22	G.D. Searle & Co.	Beta-amino hydroxysulfonates n proteges/substitues
JP5041219B2 (ja) *	2006-07-14	2012-10-03	ナガセケムテックス株式会社	光学活性ビスオキサゾリン−銅錯体を不斉触媒とするｎ−保護アミノアルコール化合物の不斉エステル化反応

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4105776A (en) *	1976-06-21	1978-08-08	E. R. Squibb & Sons, Inc.	Proline derivatives and related compounds
US4046889A (en) *	1976-02-13	1977-09-06	E. R. Squibb & Sons, Inc.	Azetidine-2-carboxylic acid derivatives
AU509899B2 (en) *	1976-02-13	1980-05-29	E.R. Squibb & Sons, Inc.	Proline derivatives and related compounds

1978
- 1978-04-14 US US05/896,420 patent/US4206122A/en not_active Expired - Lifetime
1979
- 1979-03-28 CA CA324,321A patent/CA1124726A/fr not_active Expired
- 1979-03-30 AU AU45667/79A patent/AU528337B2/en not_active Ceased
- 1979-04-02 NZ NZ190090A patent/NZ190090A/xx unknown
- 1979-04-03 ZA ZA791584A patent/ZA791584B/xx unknown
- 1979-04-09 GB GB7912367A patent/GB2020648B/en not_active Expired
- 1979-04-09 ES ES479444A patent/ES479444A1/es not_active Expired
- 1979-04-10 PH PH22366A patent/PH14438A/en unknown
- 1979-04-11 DE DE19792914793 patent/DE2914793A1/de not_active Withdrawn
- 1979-04-11 DK DK153579A patent/DK153579A/da not_active IP Right Cessation
- 1979-04-11 CH CH345379A patent/CH638183A5/fr not_active IP Right Cessation
- 1979-04-11 NO NO791236A patent/NO791236L/no unknown
- 1979-04-11 NL NL7902852A patent/NL7902852A/xx not_active Application Discontinuation
- 1979-04-11 YU YU00859/79A patent/YU85979A/xx unknown
- 1979-04-12 DD DD79212198A patent/DD142876A5/de unknown
- 1979-04-12 FR FR7909362A patent/FR2422651A1/fr active Granted
- 1979-04-12 PT PT69483A patent/PT69483A/pt unknown
- 1979-04-13 PL PL21488779A patent/PL214887A1/xx unknown
- 1979-04-13 BE BE0/194617A patent/BE875592A/fr not_active IP Right Cessation
- 1979-04-13 IT IT48727/79A patent/IT1120407B/it active
- 1979-04-13 HU HU79SU1014A patent/HU178357B/hu not_active IP Right Cessation
- 1979-04-13 JP JP4595979A patent/JPS54145662A/ja active Pending
- 1979-04-13 SU SU792753363A patent/SU791227A3/ru active
- 1979-04-13 LU LU81150A patent/LU81150A1/fr unknown
- 1979-04-15 IL IL57071A patent/IL57071A/xx unknown
- 1979-04-17 AT AT0286579A patent/AT373237B/de not_active IP Right Cessation
- 1979-08-08 IE IE771/79A patent/IE48497B1/en not_active IP Right Cessation

Also Published As

Publication number	Publication date
NL7902852A (nl)	1979-10-16
IL57071A0 (en)	1979-07-25
LU81150A1 (fr)	1979-07-20
PL214887A1 (fr)	1980-01-28
PT69483A (en)	1979-05-01
CA1124726A (fr)	1982-06-01
US4206122A (en)	1980-06-03
ES479444A1 (es)	1979-11-16
PH14438A (en)	1981-07-16
ATA286579A (de)	1983-05-15
DE2914793A1 (de)	1979-10-18
GB2020648A (en)	1979-11-21
AT373237B (de)	1983-12-27
IT1120407B (it)	1986-03-26
IE790771L (en)	1979-10-14
FR2422651A1 (fr)	1979-11-09
AU528337B2 (en)	1983-04-28
IE48497B1 (en)	1985-02-06
NO791236L (no)	1979-10-16
SU791227A3 (ru)	1980-12-23
FR2422651B1 (fr)	1982-05-21
DK153579A (da)	1979-10-15
YU85979A (en)	1983-02-28
HU178357B (en)	1982-04-28
AU4566779A (en)	1979-10-18
IT7948727A0 (it)	1979-04-13
ZA791584B (en)	1980-08-27
IL57071A (en)	1982-04-30
JPS54145662A (en)	1979-11-14
NZ190090A (en)	1982-03-09
BE875592A (fr)	1979-10-15
GB2020648B (en)	1982-07-21
CH638183A5 (fr)	1983-09-15

Publication	Publication Date	Title
EP0084164B1 (fr)	1987-01-28	Dérivés d'amino-acides bicycliques, procédé pour leur préparation, agents les contenant et leur utilisation ainsi que des amino-acides bicycliques comme intermédiaires et procédé pour leur préparation
DE2705025A1 (de)	1977-08-11	Xanthinderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel
CH642064A5 (de)	1984-03-30	Mercaptoacylderivate von substituierten prolinen.
DD127966B3 (de)	1983-03-30	Verfahren zur herstellung von pyrrolidinderivaten
EP0136658A2 (fr)	1985-04-10	-1-Benzyl-aminoalkyl-pyrrolidinones et leurs sels d'addition, procédé de préparation et médicaments les contenant
DD236522A5 (de)	1986-06-11	Verfahren zur herstellung medizinisch wertvoller verbindungen und zwischenverbindungen
DD142876A5 (de)	1980-07-16	Verfahren zur herstellung von pyrrolidincarboxaldehyd-und piperidincarboxaldehyd-derivaten
DE3448320C2 (fr)	1991-04-11
EP0007490B1 (fr)	1982-02-24	Composés prostaglandines de type PGE delta-2,4-11-désoxy, procédé pour leur préparation et leur application thérapeutique
CH624670A5 (en)	1981-08-14	Process for preparing an oxoazetidine derivative as a stereospecific intermediate for the synthesis of cephalosporins
DE3326724A1 (de)	1985-02-07	In 1-stellung substituierte 4-hydroxymethyl-pyrrolidinone, verfahren zu ihrer herstellung, pharmazeutische zusammensetzungen und zwischenprodukte
EP0330057A2 (fr)	1989-08-30	Pyrimidines substituées
EP0349609A1 (fr)	1990-01-10	Esters d'acides amines, leur procede de production et leur utilisation
EP0271099A2 (fr)	1988-06-15	Amides d'acide aminopropionique substitués, leur procédé de préparation, agents les contenant et leur utilisation, ainsi que les produits intermédiaires formés pendant la préparation
DE3632893A1 (de)	1988-04-07	4-(r)-hydroxy-6(s)-arylthiomethyl-tetrahydropyran-2-one, deren entsprechende sulfoxide und sulfone, verfahren zu ihrer herstellung, ihre verwendung als arzneimittel, pharmazeutische praeparate und zwischenprodukte
CH619468A5 (fr)	1980-09-30
EP0065200B1 (fr)	1987-02-25	Thiolactiméthers de delta 1-pyrrolidine et leur procédé de préparation
EP0288028A2 (fr)	1988-10-26	Dérivés de benzènesulfonamides et procédés pour leur préparation
EP0174571A2 (fr)	1986-03-19	Dérivés d'amino-acides, leur procédé de préparation et les compositions pharmaceutiques
DE2759297B1 (de)	1979-07-19	Verfahren zur Herstellung von 2-Oxo-1-pyrrolidin-acetamid
EP0334147A1 (fr)	1989-09-27	Pyrroles disubstitués
DE2825855A1 (de)	1978-12-14	15-substituierte- omega -pentanorprostaglandin-derivate
DE2351292A1 (de)	1974-06-27	2,10-dichlor-12-methyl-12h-dibenzo eckige klammer auf d,g eckige klammer zu eckige klammer auf 1,3 eckige klammer zu dioxocinderivate und ihre salze sowie ihre verwendung und verfahren zur herstellung derselben
DE2914805A1 (de)	1979-10-18	Tetrahydroalstoninderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel
DE3011239A1 (de)	1981-10-01	Substituierte alkylthioacylaminosaeuren, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen