GB1491020A - Intermediates for use in preparation of cephalosporin derivatives - Google Patents

Intermediates for use in preparation of cephalosporin derivatives

Info

Publication number
GB1491020A
GB1491020A GB9056/77A GB905677A GB1491020A GB 1491020 A GB1491020 A GB 1491020A GB 9056/77 A GB9056/77 A GB 9056/77A GB 905677 A GB905677 A GB 905677A GB 1491020 A GB1491020 A GB 1491020A
Authority
GB
United Kingdom
Prior art keywords
alkyl
alkoxy
carbonyl
amino
thiol
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
GB9056/77A
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.)
Takeda Pharmaceutical Co Ltd
Original Assignee
Takeda Chemical Industries 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
Priority claimed from JP741521A external-priority patent/JPS57873B2/ja
Priority claimed from JP49020752A external-priority patent/JPS50111093A/ja
Priority claimed from JP4257474A external-priority patent/JPS57874B2/ja
Priority claimed from JP8262374A external-priority patent/JPS5652908B2/ja
Priority claimed from JP13138174A external-priority patent/JPS5512913B2/ja
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Priority claimed from GB55294/74A external-priority patent/GB1491018A/en
Publication of GB1491020A publication Critical patent/GB1491020A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D501/14—Compounds having a nitrogen atom directly attached in position 7
    • C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
    • C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
    • C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
    • 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
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
    • C07D277/34—Oxygen atoms
    • 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
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
    • C07D277/36—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

1491020 Cephalosporin derivatives TAKEDA YAKUHIN KOGYO KK 20 Dec 1974 [25 Dec 1973 20 Feb 1974 15 April 1974 17 July 1974 13 Nov 1974] 09056/77 Divided out of 1491018 Heading C2C Novel compounds I (R<SP>3</SP> is selected from the groups in which R is -CF 3 , -NH 2 , -(CH 2 ) n P<SP>1</SP>, -S-(CH 2 ) n -P<SP>2</SP>, or -NHP<SP>3</SP>; P<SP>1</SP> is -COOH, -CONH 2 , morpholino, morpholinocarbonyl, 1-4 C alkylthio, 1-4 C alkylsulphonyl, 1-4 C alkoxy, 1-4 C alkylamino, di-(1-4 C alkyl) amino, CH 3 COO-, di-(1-4 C alkyl)amino carbonyl, or 1-4 C alkoxy-carbonyl; n is 1-4; P<SP>2</SP> is -OH, -COOH, -CONH 2 , -SO 3 H, morpholinocarbonyl, di-(1-4 C alkyl)amino, 1-2 C alkoxy, -COCH 3 , -OCOCH 3 , di-(1-4 C alkyl)aminocarbonyl, or 1-4 C alkoxy-carbonyl; P<SP>3</SP> is 1-4 C alkyl, 1-4 C alkoxy-carbonyl, di-(1-4 C alkyl)aminocarbonyl, 1-4 C hydroxyalkyl, 1-4 C sulphoalkyl, di-(1-4 C alkyl)amino-1-4 C alkyl-carbonyl or di-(1-4 C alkyl)amino-1-4 C alkyl; and R<SP>1</SP> is H or 1-2 C alkyl) and salts and esters thereof are prepared by deacylation of the reaction product of cephalosporin C and an appropriate thiol R<SP>3</SP>SH or by reaction of 7-protected aminocephalosporanic acid with R<SP>3</SP>SH, followed by deprotection. Intermediates isolated are potassium 3- (methylsulphonylacetyl)dithiocarbazinate; 2- methylsulphonylmethyl - 1,3,4 - thiadiazole - 5- thiol; 4 - (2 - hydroxyethyl) - thiosemicarbazide and 2 - (2 - hydroxyethylamino) - 1,3,4 - thiadiazole-5-thiol.
GB9056/77A 1973-12-25 1974-12-20 Intermediates for use in preparation of cephalosporin derivatives Expired GB1491020A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP741521A JPS57873B2 (en) 1973-12-25 1973-12-25
JP49020752A JPS50111093A (en) 1974-02-20 1974-02-20
JP4257474A JPS57874B2 (en) 1974-04-15 1974-04-15
JP8262374A JPS5652908B2 (en) 1974-07-17 1974-07-17
JP13138174A JPS5512913B2 (en) 1974-11-13 1974-11-13
GB55294/74A GB1491018A (en) 1973-12-25 1974-12-20 Cephalosporin derivatives
KR7500661A KR800001569B1 (en) 1973-12-25 1975-03-29 Process for preparing cephalosporin derivatives

Publications (1)

Publication Number Publication Date
GB1491020A true GB1491020A (en) 1977-11-09

Family

ID=27562655

Family Applications (2)

Application Number Title Priority Date Filing Date
GB9056/77A Expired GB1491020A (en) 1973-12-25 1974-12-20 Intermediates for use in preparation of cephalosporin derivatives
GB1777/77A Expired GB1491019A (en) 1973-12-25 1974-12-20 Intermediates for use in preparation of cephalosporin derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB1777/77A Expired GB1491019A (en) 1973-12-25 1974-12-20 Intermediates for use in preparation of cephalosporin derivatives

Country Status (1)

Country Link
GB (2) GB1491020A (en)

Also Published As

Publication number Publication date
GB1491019A (en) 1977-11-09

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed