PE43198A1 - PROCESS FOR THE PREPARATION OF N-MONOMETIL-L-ARGININE CHLORHYDRATE (L-NMMA CHLORHYDRATE) - Google Patents

PROCESS FOR THE PREPARATION OF N-MONOMETIL-L-ARGININE CHLORHYDRATE (L-NMMA CHLORHYDRATE)

Info

Publication number
PE43198A1
PE43198A1 PE1997000113A PE00011397A PE43198A1 PE 43198 A1 PE43198 A1 PE 43198A1 PE 1997000113 A PE1997000113 A PE 1997000113A PE 00011397 A PE00011397 A PE 00011397A PE 43198 A1 PE43198 A1 PE 43198A1
Authority
PE
Peru
Prior art keywords
chlorhydrate
nmma
monometil
arginine
preparation
Prior art date
Application number
PE1997000113A
Other languages
Spanish (es)
Inventor
Iain Gillies
Original Assignee
Glaxo Group Ltd
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 Glaxo Group Ltd filed Critical Glaxo Group Ltd
Publication of PE43198A1 publication Critical patent/PE43198A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C277/00Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C277/08Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/14Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by carboxyl groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

CARACTERIZADO PORQUE COMPRENDE: 1) HACER REACCIONAR UN COMPUESTO DE FORMULA CH3-C(L)=NH, EN DONDE "L" ES UN GRUPO SALIENTE, TAL COMO EL PIRAZOL CARBOXAMIDINA O LA SAL DE ADICION DEL MISMO, CON L-ORNITINA O SU SAL DE ADICION, EN PRESENCIA DE UN SOLVENTE POLAR Y EN CASO DE QUE LOS COMPUESTOS DE LA REACCION NO SEAN BASES LIBRES, SE EFECTUA ADEMAS EN PRESENCIA DE UNA BASE, SIENDO LA PREFERIDA EL LiOH; 2) ACIDIFICAR CON HCl HASTA UN pH DE 4 A 5; 3) AGREGAR UN SOLVENTE ALCOHOLICO (ETANOL O ALCOHOL METILADO INDUSTRIAL); 4) AISLAR LOS CRISTALES DEL CLORHIDRATO DE L-NMMA, Y PURIFICARLO EN FORMA ADICIONAL, POR EJEMPLO, MEDIANTE RECRISTALIZACION. ESTE PROCEDIMIENTO PERMITE AISLAR EL PRODUCTO DIRECTAMENTE, APARTIR DE LA MEZCLA DE REACCION, SIN NECESIDAD DE CROMATOGRAFIA DE PURIFICACIONCHARACTERIZED BECAUSE IT INCLUDES: 1) REACTING A COMPOUND OF FORMULA CH3-C (L) = NH, WHERE "L" IS AN OUTGOING GROUP, SUCH AS CARBOXAMIDINE PIRAZOLE OR ITS ADDITIONAL SALT, WITH L-ORNITHINE OR ITS ADDITIONAL SALT, IN THE PRESENCE OF A POLAR SOLVENT AND IN THE EVENT THAT THE REACTION COMPOUNDS ARE NOT FREE BASES, IT IS ALSO PERFORMED IN THE PRESENCE OF A BASE, THE PREFERRED BEING LiOH; 2) ACIDIFY WITH HCl UP TO A pH OF 4 TO 5; 3) ADD AN ALCOHOLIC SOLVENT (ETHANOL OR INDUSTRIAL METHYLATED ALCOHOL); 4) ISOLATE THE L-NMMA CHLORHYDRATE CRYSTALS, AND PURIFY IT IN ADDITIONAL WAY, FOR EXAMPLE, BY RECRISTALIZATION. THIS PROCEDURE ALLOWS THE PRODUCT TO BE ISOLATED DIRECTLY, FROM THE REACTION MIXTURE, WITHOUT THE NEED FOR PURIFICATION CHROMATOGRAPHY

PE1997000113A 1996-02-20 1997-02-19 PROCESS FOR THE PREPARATION OF N-MONOMETIL-L-ARGININE CHLORHYDRATE (L-NMMA CHLORHYDRATE) PE43198A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB9603522.5A GB9603522D0 (en) 1996-02-20 1996-02-20 Chemical process

Publications (1)

Publication Number Publication Date
PE43198A1 true PE43198A1 (en) 1998-08-26

Family

ID=10789060

Family Applications (1)

Application Number Title Priority Date Filing Date
PE1997000113A PE43198A1 (en) 1996-02-20 1997-02-19 PROCESS FOR THE PREPARATION OF N-MONOMETIL-L-ARGININE CHLORHYDRATE (L-NMMA CHLORHYDRATE)

Country Status (11)

Country Link
EP (1) EP0882014A1 (en)
JP (1) JP2000504738A (en)
AR (1) AR005903A1 (en)
AU (1) AU1791697A (en)
CO (1) CO4761060A1 (en)
GB (1) GB9603522D0 (en)
ID (1) ID15968A (en)
PE (1) PE43198A1 (en)
TW (1) TW370520B (en)
WO (1) WO1997030972A1 (en)
ZA (1) ZA971398B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10050900A1 (en) * 2000-10-13 2002-04-25 Degussa Process for the preparation of 1-guanylpyrazoleic acid addition products

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9215816D0 (en) * 1992-07-24 1992-09-09 Wellcome Found Arginine derivatives

Also Published As

Publication number Publication date
AR005903A1 (en) 1999-07-21
ZA971398B (en) 1997-08-20
GB9603522D0 (en) 1996-04-17
EP0882014A1 (en) 1998-12-09
JP2000504738A (en) 2000-04-18
TW370520B (en) 1999-09-21
WO1997030972A1 (en) 1997-08-28
CO4761060A1 (en) 1999-04-27
AU1791697A (en) 1997-09-10
ID15968A (en) 1997-08-21

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