ES382523A1 - Procedure for preparing benzamidinic products. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for preparing benzamidinic products. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES382523A1
ES382523A1 ES382523A ES382523A ES382523A1 ES 382523 A1 ES382523 A1 ES 382523A1 ES 382523 A ES382523 A ES 382523A ES 382523 A ES382523 A ES 382523A ES 382523 A1 ES382523 A1 ES 382523A1
Authority
ES
Spain
Prior art keywords
formula
alkyl
compound
phenyl
acid addition
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
ES382523A
Other languages
Spanish (es)
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.)
USV Pharmaceutical Corp
Original Assignee
USV Pharmaceutical Corp
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 USV Pharmaceutical Corp filed Critical USV Pharmaceutical Corp
Publication of ES382523A1 publication Critical patent/ES382523A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Novel compounds of Formula I (in which R is C 1-5 alkyl, cycloalkyl, phenyl, naphthyl, pyridyl, or phenyl substituted by one or more of C 1-5 alkyl, C 1-5 alkoxy, C 1-5 alkylthio, halogen and CF 3 , R1 is H, C 1-5 alkyl, C 1-5 alkoxy or halogen, each of R11 and R111 is C 1-5 alkyl, phenyl or phenyl-C 1-5 alkyl, or -NR11R111 is morpholino, pyrrolidino, piperidino, piperazino, N-methyl-piperazino or thiamorphalino, and n is 2, 3 or 4) and pharmaceutically acceptable, acid addition salts thereof, are prepared by (a) heating in an inert solvent in the presence of a base, a compound of Formula II with a compound of formula or (b) heating in an inert solvent, a compound of Formula III with a compound of Formula IV and, if desired, converting the resulting hydrochloride to the free base by treatment with ammonia in an inert solvent. The free bases may be converted to acid addition salts in known manner. N1 - phenyl - N - (4 - hydroxyphenyl) - benzamidine hydrochloride is prepared by reacting N-phenylbenzimidoyl chloride with p-aminophenol. Pharmaceutical compositions for oral or parenteral administration comprise a compound of Formula I, or a pharmaceutically acceptable acid addition salt thereof, together with a pharmaceutical carrier. Compounds I have hypoglycemic activity and, in certain cases, also antihistaminic activity.
ES382523A 1969-07-25 1970-07-23 Procedure for preparing benzamidinic products. (Machine-translation by Google Translate, not legally binding) Expired ES382523A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US84503069A 1969-07-25 1969-07-25

Publications (1)

Publication Number Publication Date
ES382523A1 true ES382523A1 (en) 1972-12-01

Family

ID=25294245

Family Applications (1)

Application Number Title Priority Date Filing Date
ES382523A Expired ES382523A1 (en) 1969-07-25 1970-07-23 Procedure for preparing benzamidinic products. (Machine-translation by Google Translate, not legally binding)

Country Status (8)

Country Link
BE (1) BE753901A (en)
DE (1) DE2036181A1 (en)
DK (1) DK125199B (en)
ES (1) ES382523A1 (en)
FR (1) FR2059560B1 (en)
GB (1) GB1267009A (en)
NL (1) NL7011000A (en)
ZA (1) ZA705052B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1587945A (en) * 1977-07-20 1981-04-15 Aron Sa Benzamidine derivatives
US5011628A (en) * 1988-06-15 1991-04-30 Givaudan Corporation N,N'-diarylbenzamidines useful as ultraviolet light absorbers
ATE80610T1 (en) * 1988-06-15 1992-10-15 Givaudan & Cie Sa BENZAMIDINE USABLE AS UV LIGHT ABSORBENT.
NO346598B1 (en) 2020-12-23 2022-10-24 Klingelberg Products As Method for the preparation of amidines and amide manufactured by the method

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1167404A (en) * 1950-09-08 1958-11-25 Roussel Uclaf New hydroxylated or alkoxylated derivatives of phenylbenzamidines and their preparation process
GB868552A (en) * 1957-12-03 1961-05-17 Wellcome Found Improvements in or relating to novel amidines and the preparation thereof

Also Published As

Publication number Publication date
NL7011000A (en) 1971-01-27
BE753901A (en) 1971-01-25
ZA705052B (en) 1971-04-28
GB1267009A (en) 1972-03-15
FR2059560A1 (en) 1971-06-04
FR2059560B1 (en) 1973-12-21
DK125199B (en) 1973-01-15
DE2036181A1 (en) 1971-02-04

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