GB811816A - Heterocyclic hydrazides - Google Patents

Heterocyclic hydrazides

Info

Publication number
GB811816A
GB811816A GB10339/57A GB1033957A GB811816A GB 811816 A GB811816 A GB 811816A GB 10339/57 A GB10339/57 A GB 10339/57A GB 1033957 A GB1033957 A GB 1033957A GB 811816 A GB811816 A GB 811816A
Authority
GB
United Kingdom
Prior art keywords
thiazolidine
carboxylic acid
acetyl
methyl ester
prepared
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
GB10339/57A
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.)
Pfizer Italia SRL
Original Assignee
Farmaceutici Italia 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 Farmaceutici Italia SpA filed Critical Farmaceutici Italia SpA
Publication of GB811816A publication Critical patent/GB811816A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/70—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D277/06—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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

Landscapes

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

Abstract

The invention comprises compounds of the formula R4(-(CH2)n1-CONHNH2)a, wherein a is 1 or 2, n1 is zero, 3, 4 or 5 and, when a is 1, R4 is <FORM:0811816/IV (b)/1> or, when a is 2, R4 is <FORM:0811816/IV (b)/2> and their preparation by heating hydrazine hydrate with the appropriate methyl or ethyl ester, in alcohol solution or without solvents. Examples describe the preparation of L-3-acetyl-4-thiazolidine-carboxylic acid hydrazide and the corresponding sulphone, L-2-n-propyl-3-acetyl-4-thiazolidine-carboxylic acid hydrazide and the corresponding 2-phenyl compound, 2 - piperidone - 6 - carboxylic acid hydrazide, gamma - (2 - carboxy - 3 - indolyl) - butyric acid dihydrazide, 2 - imidazolone - 4 - carboxylic and -4-valeric acid hydrazides and 2-imidazolidone-4-caproic and -4-valeric acid hydrazides by the process of the invention. The sulphone of L-3-acetyl-4-thiazolidine-carboxylic acid methyl ester is prepared by oxidation, with H2O2 in glacial acetic acid, of L-3-acetyl-4 - thiazolidine - carboxylic acid methyl ester, itself prepared by acetylation of L-4-thiazolidinecarboxylic acid methyl ester. L-2-n-propyl-3-acetyl - 4 - thiazolidine - carboxylic acid methyl ester is similarly prepared from L-2-n-propyl-4-thiazolidine-carboxylic acid methyl ester, itself prepared via the hydrochloride by esterification of the parent acid with HCl-saturated methanol; and the corresponding 2-phenyl compounds are prepared similarly.
GB10339/57A 1954-07-16 1955-07-13 Heterocyclic hydrazides Expired GB811816A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT811816X 1954-07-16

Publications (1)

Publication Number Publication Date
GB811816A true GB811816A (en) 1959-04-15

Family

ID=11317142

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10339/57A Expired GB811816A (en) 1954-07-16 1955-07-13 Heterocyclic hydrazides

Country Status (1)

Country Link
GB (1) GB811816A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011149093A1 (en) * 2010-05-28 2011-12-01 味の素株式会社 Cysteine derivative
JPWO2013081146A1 (en) * 2011-11-30 2015-04-27 味の素株式会社 Anti-wrinkle cosmetic
JPWO2013081147A1 (en) * 2011-11-30 2015-04-27 味の素株式会社 Whitening cosmetics

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011149093A1 (en) * 2010-05-28 2011-12-01 味の素株式会社 Cysteine derivative
JP5327384B2 (en) * 2010-05-28 2013-10-30 味の素株式会社 Cysteine derivatives
US9212154B2 (en) 2010-05-28 2015-12-15 Ajinomoto Co., Inc. Cysteine derivative
US10144717B2 (en) 2010-05-28 2018-12-04 Ajinomoto Co., Inc. Cysteine derivative
JPWO2013081146A1 (en) * 2011-11-30 2015-04-27 味の素株式会社 Anti-wrinkle cosmetic
JPWO2013081147A1 (en) * 2011-11-30 2015-04-27 味の素株式会社 Whitening cosmetics

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