FI95271B - Förfarande för att framställa 3-(L-pyroglutamyl)-L-tiazolidin-4-karboxylsyra och dess N-substituerade derivat - Google Patents

Förfarande för att framställa 3-(L-pyroglutamyl)-L-tiazolidin-4-karboxylsyra och dess N-substituerade derivat Download PDF

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Publication number
FI95271B
FI95271B FI905011A FI905011A FI95271B FI 95271 B FI95271 B FI 95271B FI 905011 A FI905011 A FI 905011A FI 905011 A FI905011 A FI 905011A FI 95271 B FI95271 B FI 95271B
Authority
FI
Finland
Prior art keywords
thiazolidine
carboxylic acid
pyroglutamyl
acid
formula
Prior art date
Application number
FI905011A
Other languages
English (en)
Finnish (fi)
Other versions
FI95271C (sv
FI905011A0 (sv
Inventor
Stefano Poli
Corona Lucio Del
Original Assignee
Poli Ind Chimica Spa
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
Application filed by Poli Ind Chimica Spa filed Critical Poli Ind Chimica Spa
Publication of FI905011A0 publication Critical patent/FI905011A0/sv
Application granted granted Critical
Publication of FI95271B publication Critical patent/FI95271B/sv
Publication of FI95271C publication Critical patent/FI95271C/sv

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06173—Dipeptides with the first amino acid being heterocyclic and Glp-amino acid; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Rheumatology (AREA)
  • Pain & Pain Management (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Claims (7)

1. Förfarande för framställning av 3-(L-pyroglutamyl)-L-tiazolidin-4-karboxylsyra och dess N-substituerade derivat, kännetecknat av att man reagerar en (L)-förening med formeln
0. Ri 10. vilken R, är väte, Q-Q-alkyl, C3-C7-cykloalkyl, C4-C10-cyk-loalkylalkyl, aryl- eller substituerad aryl, C2-C5-alkoxikar-bonyl, C2-C,0-alkylkarbonyl, arylkarbonyl eller aralkylkar-bonyl, Cg-C,3-aralkoxikarbonyl eller substituerad aralkoxikar-bonyl, med en (L)-förening med formeln (II) 15 ^-S H-N v-1 CO-OC2H5 . 20 i närvaro av ett kondensationsmedel, säsom dicyclohexylkar- • 4 bodiimid, diisopropylkarbodiimid eller basiska karbodiimi-der, och etylkarboxylatgruppen hydrolyseras med hjälp av alkaliska baser, säsom natriumhydroxid och kaliumhydroxid, när det erhalles 3-(L-pyroglutamyl)-L-tiazolidin-Y-karboxyl-25 syra och dess N-substituerade derivat.
2. Förfarande enligt patentkrav l, kännetecknat av att Rj är väte eller C2-C5-alkoxikarbonyl. 30 3. Förfarande enligt patentkrav l, kännetecknat av att föreningen med formeln (I) är L-pyroglutaminsyra. • 4 • 4
4. Förfarande enligt patentkrav 1, kännetecknat av att föreningen med formeln (I) är L-N-t-butoxikarbonylpyrogluta-35 minsyra. Il
FI905011A 1989-10-12 1990-10-11 Förfarande för att framställa 3-(L-pyroglutamyl)-L-tiazolidin-4-karboxylsyra och dess N-substituerade derivat FI95271C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT22003A IT1239029B (it) 1989-10-12 1989-10-12 Processo per la preparazione dell'acido 3-(l-piroglutamil)-l- tiazolidin-4-carbossilico e suoi derivati.
IT2200389 1989-10-12

Publications (3)

Publication Number Publication Date
FI905011A0 FI905011A0 (sv) 1990-10-11
FI95271B true FI95271B (sv) 1995-09-29
FI95271C FI95271C (sv) 1996-01-10

Family

ID=11190043

Family Applications (1)

Application Number Title Priority Date Filing Date
FI905011A FI95271C (sv) 1989-10-12 1990-10-11 Förfarande för att framställa 3-(L-pyroglutamyl)-L-tiazolidin-4-karboxylsyra och dess N-substituerade derivat

Country Status (18)

Country Link
US (1) US5110936A (sv)
EP (1) EP0422566B1 (sv)
JP (1) JP2813450B2 (sv)
KR (1) KR100195895B1 (sv)
AT (1) ATE121420T1 (sv)
AU (1) AU644379B2 (sv)
CA (1) CA2027341C (sv)
DE (2) DE422566T1 (sv)
DK (1) DK0422566T3 (sv)
ES (1) ES2028766T3 (sv)
FI (1) FI95271C (sv)
GR (1) GR910300072T1 (sv)
HU (1) HU210213B (sv)
IE (1) IE67047B1 (sv)
IL (1) IL95949A (sv)
IT (1) IT1239029B (sv)
NO (1) NO178028C (sv)
ZA (1) ZA908097B (sv)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1230706B (it) * 1989-02-10 1991-10-29 Poli Ind Chimica Spa Derivati dell'acido 3 piroglutamoil tiazolidin 4 carbossilico e loro proprieta' farmacologiche.
IT1237998B (it) * 1990-01-23 1993-06-21 Poli Ind Chimica Spa Acido 3-l-(5-tioxo-l-prolil)tiazolidin-4-carbossilico e derivati, loro preparazione e composizioni farmaceutiche che li contengono
IT1270017B (it) * 1994-09-27 1997-04-16 Poli Ind Chimica Spa "sintesi quantitativa dell'acido 3-(l-piroglutamil)-l-tiazolidin-4- carbossilico e suoi derivati"
JP2001502298A (ja) * 1996-09-06 2001-02-20 イーライ・リリー・アンド・カンパニー 方法および新規中間体
ES2441197T3 (es) * 2007-08-28 2014-02-03 Ipsen Pharma S.A.S. Método para la síntesis química de polipéptidos y proteínas
CN102167727B (zh) * 2011-01-29 2013-05-15 浙江金立源药业有限公司 一种匹多莫德的合成方法
WO2016112977A1 (en) 2015-01-15 2016-07-21 Polichem S.A. Di-pidotimod benzathine and solid forms thereof
KR101642445B1 (ko) * 2016-01-11 2016-07-26 (주)남양통신 수상태양광 발전장치용 계류장치
CN107383162A (zh) * 2017-07-06 2017-11-24 成都美域高制药有限公司 一种匹多莫德的制备方法
CN108640912A (zh) * 2018-06-19 2018-10-12 广州大光制药有限公司 一种匹多莫德的工业化规模制备方法
CN111233854A (zh) * 2019-12-30 2020-06-05 常州寅盛药业有限公司 一种匹多莫德杂质的制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1202426B (it) * 1987-01-26 1989-02-09 Poli Ind Chimica Spa Derivato di acido tiazolidin-4-carbossilico,sua preparazione e composizioni farmaceutiche che lo contengono

Also Published As

Publication number Publication date
NO178028C (no) 1996-01-10
CA2027341A1 (en) 1991-04-13
JPH03193799A (ja) 1991-08-23
IT1239029B (it) 1993-09-20
IE903599A1 (en) 1991-04-24
ES2028766T3 (es) 1995-07-01
HU210213B (en) 1995-02-28
US5110936A (en) 1992-05-05
KR100195895B1 (ko) 1999-06-15
DE69018755T2 (de) 1995-08-24
ES2028766T1 (es) 1992-07-16
AU6452190A (en) 1991-04-18
HU906417D0 (en) 1991-04-29
NO904404L (no) 1991-04-15
NO178028B (no) 1995-10-02
IL95949A (en) 1995-10-31
EP0422566B1 (en) 1995-04-19
DE69018755D1 (de) 1995-05-24
DE422566T1 (de) 1991-09-05
IT8922003A0 (it) 1989-10-12
ATE121420T1 (de) 1995-05-15
IT8922003A1 (it) 1991-04-12
KR910007923A (ko) 1991-05-30
AU644379B2 (en) 1993-12-09
NO904404D0 (no) 1990-10-11
FI95271C (sv) 1996-01-10
GR910300072T1 (en) 1991-11-15
FI905011A0 (sv) 1990-10-11
EP0422566A1 (en) 1991-04-17
JP2813450B2 (ja) 1998-10-22
DK0422566T3 (da) 1995-06-26
IE67047B1 (en) 1996-02-21
HUT59136A (en) 1992-04-28
ZA908097B (en) 1991-08-28
IL95949A0 (en) 1991-07-18
CA2027341C (en) 2007-10-02

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Owner name: POLICHEM S.A.