CA1101864A - Proline derivatives and related compounds - Google Patents

Proline derivatives and related compounds

Info

Publication number
CA1101864A
CA1101864A CA270,184A CA270184A CA1101864A CA 1101864 A CA1101864 A CA 1101864A CA 270184 A CA270184 A CA 270184A CA 1101864 A CA1101864 A CA 1101864A
Authority
CA
Canada
Prior art keywords
proline
acid
compound
formula
propanoyl
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
CA270,184A
Other languages
English (en)
French (fr)
Inventor
Miguel A. Ondetti
David W. Cushman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ER Squibb and Sons LLC
Original Assignee
ER Squibb and Sons LLC
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.)
Filing date
Publication date
Priority claimed from US05/657,792 external-priority patent/US4046889A/en
Priority claimed from US05/751,851 external-priority patent/US4105776A/en
Application filed by ER Squibb and Sons LLC filed Critical ER Squibb and Sons LLC
Priority to CA334,755A priority Critical patent/CA1102337A/en
Priority to CA349,474A priority patent/CA1103255A/en
Priority to CA349,475A priority patent/CA1103256A/en
Priority to CA349,476A priority patent/CA1103257A/en
Application granted granted Critical
Publication of CA1101864A publication Critical patent/CA1101864A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
    • C07C53/19—Acids containing three or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
CA270,184A 1976-02-13 1977-01-21 Proline derivatives and related compounds Expired CA1101864A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA334,755A CA1102337A (en) 1976-02-13 1979-08-30 Proline derivatives and related compounds
CA349,474A CA1103255A (en) 1976-02-13 1980-04-09 Proline derivatives and related compounds
CA349,475A CA1103256A (en) 1976-02-13 1980-04-09 Proline derivatives and related compounds
CA349,476A CA1103257A (en) 1976-02-13 1980-04-09 Proline derivatives and related compounds

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US05/657,792 US4046889A (en) 1976-02-13 1976-02-13 Azetidine-2-carboxylic acid derivatives
US657,792 1976-02-13
US69843276A 1976-06-21 1976-06-21
US698,432 1976-06-21
US751,851 1976-12-22
US05/751,851 US4105776A (en) 1976-06-21 1976-12-22 Proline derivatives and related compounds

Publications (1)

Publication Number Publication Date
CA1101864A true CA1101864A (en) 1981-05-26

Family

ID=27417986

Family Applications (1)

Application Number Title Priority Date Filing Date
CA270,184A Expired CA1101864A (en) 1976-02-13 1977-01-21 Proline derivatives and related compounds

Country Status (31)

Country Link
JP (1) JPS604815B2 (ro)
AR (4) AR222445A1 (ro)
AT (1) AT365569B (ro)
AU (1) AU509899B2 (ro)
BG (3) BG37075A3 (ro)
CA (1) CA1101864A (ro)
CH (3) CH622503A5 (ro)
DD (1) DD129442B3 (ro)
DE (2) DE2703828C2 (ro)
DK (1) DK157487C (ro)
ES (5) ES455803A1 (ro)
FI (1) FI66596C (ro)
FR (1) FR2340932A1 (ro)
GB (1) GB1576161A (ro)
GR (1) GR69811B (ro)
HK (1) HK20281A (ro)
HU (1) HU181965B (ro)
IE (1) IE44707B1 (ro)
IL (1) IL51297A (ro)
IT (1) IT1062293B (ro)
KE (1) KE3136A (ro)
MY (2) MY8200075A (ro)
NL (1) NL168509C (ro)
NO (1) NO146985C (ro)
NZ (1) NZ183130A (ro)
PH (1) PH12970A (ro)
PL (1) PL118161B1 (ro)
RO (1) RO69941A (ro)
SE (2) SE423812B (ro)
SU (1) SU747422A3 (ro)
YU (1) YU40664B (ro)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100361971C (zh) * 2005-09-19 2008-01-16 华中师范大学 催化活性可调的双官能团l-脯氨酸衍生物及制备

Families Citing this family (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4206122A (en) * 1978-04-14 1980-06-03 E. R. Squibb & Sons, Inc. Derivatives of pyrrolidinecarboxaldehyde and piperidinecarboxaldehyde and intermediates therefor
US4053651A (en) 1976-05-10 1977-10-11 E. R. Squibb & Sons, Inc. Compounds and method for alleviating angiotensin related hypertension
AU518147B2 (en) * 1976-12-03 1981-09-17 E.R. Squibb & Sons, Inc. Derivatives of thiazolidine, thiazine and morpholine carboxylic acids
US4129566A (en) * 1978-02-15 1978-12-12 E. R. Squibb & Sons, Inc. Derivatives of dehydrocyclicimino acids
US4113715A (en) * 1977-01-17 1978-09-12 E. R. Squibb & Sons, Inc. Amino acid derivatives
FR2412537A1 (fr) * 1977-12-22 1979-07-20 Science Union & Cie Nouveaux thiobutyramides substitues, leurs procedes d'obtention et leur application pharmaceutique
CA1120400A (en) * 1977-12-27 1982-03-23 Zola P. Horovitz Method of treating hypertension and medicaments therefor
PH15381A (en) * 1978-02-21 1982-12-17 Squibb & Sons Inc Halogen substituted mercaptoacylamino acids
JPS559058A (en) * 1978-07-06 1980-01-22 Dainippon Pharmaceut Co Ltd 1-(3-mercapto-2-methylpropanoyl)prolyl amino acid derivative
CA1109475A (en) * 1978-07-27 1981-09-22 Miguel A. Ondetti Thiopropanoylamino acid derivatives
CA1144930A (en) * 1978-08-11 1983-04-19 Miguel A. Ondetti Mercaptoacyl derivatives of substituted prolines
NZ190995A (en) * 1978-09-05 1982-03-09 American Cyanamid Co Substituted omega propionyl or butyryl l-prolines and pharmaceutical compositions
NL7809120A (nl) * 1978-09-07 1980-03-11 Oce Andeno B V Grubbenvorsterw Werkwijze voor de bereiding van proline-derivaten.
NL7809121A (nl) * 1978-09-07 1980-03-11 Oce Andeno B V Grubbenvorsterw Optisch aktieve derivaten van mercapto-isoboterzuur.
GR73585B (ro) * 1978-09-11 1984-03-26 Univ Miami
US4690937A (en) * 1979-08-14 1987-09-01 University Of Miami Anti-hypertensive agents
ZA794723B (en) * 1978-09-11 1980-08-27 Univ Miami Anti-hypertensive agents
JPS5540622A (en) * 1978-09-14 1980-03-22 Santen Pharmaceut Co Ltd Hypotensive agent
US4483861A (en) * 1978-10-31 1984-11-20 Santen Pharmaceutical Co., Ltd. Antihypertensive sulfur-containing compounds
US4198515A (en) * 1978-12-08 1980-04-15 E. R. Squibb & Sons, Inc. Mercaptoacyl derivatives of 4,5-dihydro-1H-pyrrole-2-carboxylic acids and 1,4,5,6-tetrahydropyridine-2-carboxylic acids
US4347371A (en) * 1978-12-30 1982-08-31 Santen Pharmaceutical Co., Ltd. Disulfide compounds
US4410542A (en) 1978-12-30 1983-10-18 Santen Pharmaceutical Co., Ltd. Disulfide compounds
CA1138452A (en) * 1979-01-15 1982-12-28 John Krapcho Carbamate derivatives of mercaptoacyl hydroxy prolines
US4461896A (en) * 1979-02-07 1984-07-24 Norwich Eaton Pharmaceuticals, Inc. 1-[Acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids
US4220791A (en) * 1979-03-08 1980-09-02 E. R. Squibb & Sons, Inc. Mercaptoacylpyrazolidinone carboxylic acid derivatives
ZA802420B (en) * 1979-05-18 1981-04-29 Squibb & Sons Inc Aminoacyl derivatives of mercaptoacyl amino acids
US4234489A (en) * 1979-06-25 1980-11-18 E. R. Squibb & Sons, Inc. Pyroglutamic acid derivatives and analogs
JPS5629403U (ro) * 1979-08-13 1981-03-20
DE2937779A1 (de) * 1979-09-19 1981-04-09 Hoechst Ag, 6000 Frankfurt Aminosaeurederivate und verfahren zu ihrer herstellung
GB2066240A (en) * 1979-12-10 1981-07-08 Squibb & Sons Inc Derivatives of mercaptoacyl amino acids
JPS5683483A (en) * 1979-12-13 1981-07-08 Santen Pharmaceut Co Ltd Thiazolidine compound
GB2065643B (en) * 1979-12-13 1983-08-24 Kanegafuchi Chemical Ind Optically active n-mercaptoalkanoylamino acids
US4692458A (en) * 1980-03-05 1987-09-08 University Of Miami Anti-hypertensive agents
SE431331B (sv) * 1980-03-21 1984-01-30 Squibb & Sons Inc Nya terapeutiskt aktiva svavelinnehallande n-acylerade derivat av 4-oxo-l-prolin
DE3011239A1 (de) * 1980-03-22 1981-10-01 C.H. Boehringer Sohn, 6507 Ingelheim Substituierte alkylthioacylaminosaeuren, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen
SE8203245L (sv) * 1981-05-27 1982-11-28 Crc Ricerca Chim Forfarande for enantioselektiv framstellning av n-substituerade prolinderivat
KR860001391B1 (ko) * 1984-07-23 1986-09-22 보령제약 주식회사 피롤리딘 유도체의 제조방법
JPH06740B2 (ja) * 1984-08-16 1994-01-05 三菱レイヨン株式会社 光学活性カルボン酸アミドの製造法
HU196369B (en) * 1984-10-18 1988-11-28 Egyt Gyogyszervegyeszeti Gyar New process for producing n-acylized l-prolin derivatives
KR870001570B1 (ko) * 1984-12-19 1987-09-04 보령제약 주식회사 피롤리딘 유도체의 제조방법
KR870001569B1 (ko) * 1985-02-11 1987-09-04 보령제약 주식회사 피롤리딘 유도체의 제조방법
AT395012B (de) * 1986-06-27 1992-08-25 Richter Gedeon Vegyeszet Verfahren zur herstellung von n-(1(s)|thoxycarbonyl-3-phenyl-propyl)-(s)-alanyl-(s)prolin und von dessen saeureadditionssalzen
JP2863534B2 (ja) * 1988-10-24 1999-03-03 マリオン ラボラトリーズ，インコーポレイティド 医薬組成物
US5026873A (en) * 1989-11-06 1991-06-25 E. R. Squibb & Sons, Inc. Process for direct isolation of captopril
DE59306051D1 (de) * 1992-08-26 1997-05-07 Beiersdorf Ag Verwendung von radikalfängern als immunmodulierende agentien in kosmetischen und dermatologischen zubereitungen
DE4228455A1 (de) * 1992-08-26 1994-09-15 Beiersdorf Ag Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Thiolen und/oder Thiolderivaten
IT1266570B1 (it) * 1993-07-30 1997-01-09 Zambon Spa Derivati della propanammide n-eteroaril sostituiti utili nel trattamento delle malattie cardiovascolari
US7056935B2 (en) 1995-06-07 2006-06-06 Gpi Nil Holdings, Inc. Rotamase enzyme activity inhibitors
GB9704522D0 (en) * 1997-03-05 1997-04-23 Smithkline Beecham Plc Compounds
PT915088E (pt) 1997-10-31 2003-01-31 Hoffmann La Roche Derivados de d-prolina
MXPA04001074A (es) * 2001-08-07 2004-07-08 Sunesis Pharmaceuticals Inc Ligandos de bisulfuro y tiosulfonato y colecciones que comprenden estos ligandos.
WO2010022320A2 (en) 2008-08-22 2010-02-25 Baxter International Inc. Polymeric benzyl carbonate-derivatives
NZ715920A (en) 2012-04-27 2016-07-29 Dow Agrosciences Llc Pesticidal compositions and processes related thereto

Family Cites Families (1)

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Publication number Priority date Publication date Assignee Title
CA946836A (en) * 1970-03-18 1974-05-07 Miguel A. Ondetti Enzyme inhibitor

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100361971C (zh) * 2005-09-19 2008-01-16 华中师范大学 催化活性可调的双官能团l-脯氨酸衍生物及制备

Also Published As

Publication number Publication date
FI66596B (fi) 1984-07-31
DE2703828A1 (de) 1977-08-18
BG37075A3 (en) 1985-03-15
FI66596C (fi) 1987-03-18
BG37375A3 (en) 1985-05-15
SE7701561L (sv) 1977-09-23
PL118161B1 (en) 1981-09-30
ES455803A1 (es) 1978-06-16
YU40664B (en) 1986-04-30
IE44707B1 (en) 1982-03-10
IT1062293B (it) 1984-05-23
FR2340932B1 (ro) 1981-02-06
AU2134777A (en) 1978-07-20
DK157487C (da) 1990-06-11
PL195965A1 (pl) 1978-02-27
DD129442B3 (de) 1990-01-10
DK157487B (da) 1990-01-15
FI770437A (ro) 1977-08-14
NL168509C (nl) 1982-04-16
JPS604815B2 (ja) 1985-02-06
IL51297A (en) 1980-03-31
SE423812B (sv) 1982-06-07
ES467051A1 (es) 1978-11-01
AU509899B2 (en) 1980-05-29
DD129442A5 (de) 1978-01-18
CH622503A5 (en) 1981-04-15
DE2759862C2 (ro) 1989-12-07
AR222783A1 (es) 1981-06-30
DE2703828C2 (de) 1984-06-20
BG37074A3 (en) 1985-03-15
GB1576161A (en) 1980-10-01
AR214649A1 (es) 1979-07-13
IE44707L (en) 1977-08-13
ES467052A1 (es) 1978-11-01
SE8104660L (sv) 1981-08-03
HU181965B (en) 1983-11-28
HK20281A (en) 1981-05-22
AR222445A1 (es) 1981-05-29
GR69811B (ro) 1982-07-13
MY102705A (en) 1992-09-30
SU747422A3 (ru) 1980-07-23
ATA98977A (de) 1981-06-15
SE426697B (sv) 1983-02-07
NO146985C (no) 1983-01-12
NZ183130A (en) 1979-08-31
FR2340932A1 (fr) 1977-09-09
CH624931A5 (ro) 1981-08-31
NO770464L (no) 1977-08-16
JPS52116457A (en) 1977-09-29
PH12970A (en) 1979-10-24
IL51297A0 (en) 1977-03-31
ES467053A1 (es) 1978-11-01
RO69941A (ro) 1980-05-15
NO146985B (no) 1982-10-04
KE3136A (en) 1981-07-03
ES467050A1 (es) 1978-11-01
AT365569B (de) 1982-01-25
AR226290A1 (es) 1982-06-30
DK59677A (da) 1977-08-14
YU33177A (en) 1983-01-21
CH624932A5 (ro) 1981-08-31
MY8200075A (en) 1982-12-31
NL7701457A (nl) 1977-08-16

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Effective date: 19980526