公开(公告)号：KR820000903B1

公开(公告)日：1982-05-24

申请号：KR820000596

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： HISASHI TAKASUKI ,  TAKAO TAKAYA ,  TIYOSHI CHUJI ,  TOSHIYUKI SIBA

IPC: C07D501/59

Abstract: Title compds. (Ic; R1 = thiazolyl, thiadiazolyl, haloacetyl; R2a = halogen, (esterified) carboxy; R3 = H, haloalkyl; R4 = H, halogen, lower alkyl, -OR7; R7 = H, lower alkyl, acyl; R5 = carboxy or functionally-modified carboxy) were prepd. by etherification of V. Thus, 2.6 g 7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylic hydrochloride was treated with 1.04 g sodium bicarbonate at room temp to give 7-≮2-(2-amino-4-thiazolyl)-2-methoxyaminoacetamido≉-3-cephem-4-carboxylate.

公开(公告)号：KR820000904B1

公开(公告)日：1982-05-24

申请号：KR820000597

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TOSHIYUKI SIBA ,  TAKAO TAKAYA ,  HISASHI TAKASUKI ,  TIYOSHI CHUJI

IPC: C07D501/59

Abstract: Title compds. (Id; R6 = (protected) amino; R2 = H, halogen, carboxy; R3 = H, lower alkyl; R4a = H, halogen, lower alkyl, -O-R7; R7 = lower alkyl; R5 = carboxy) were prepd. by the reaction of VI(R1b = haloacetyl) with VII. Thus, 2.6 ml 7-(2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylic hydrochloride and stirred at room temp to give 7-≮2-(2-amino-4-thiazolyl)-2-methoxyaminoacetamido≉-3-cephem-4-carboxylate.

公开(公告)号：KR820000950B1

公开(公告)日：1982-05-29

申请号：KR820000602

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： HISASHI TAKASUKI ,  TAKAO TAKAYA ,  TOSHIYUKI SHIBA ,  TIYOSHI TZUZI

IPC: A61K31/425 ,  C07D277/28

Abstract: The title compds. (I; R2 = C2-8 lower alkyl, cycloalkyl, C2-6 lower alkenyl, C2-6 lower alkynylhaloalkyl, carboxy (lower) alkyl, lower alkoxycarbonyl (lower) alkyl; R6 = amino or protecting amino; R8a = lower alkyl; X = halogen) were prepd. by reaction of II and III. Thus, ethyl 2-methoxyiminoaceto-acetate was reacted with t-butoxycarbonylhydrazine to give ethyl 2-methoxyimino-3-t-butoxycarbonylhydrazonobutyrate, which was reacted with sulfur dichloride to give ethyl 2-methoxyimino-2-(1, 2, 3-thiadiazole-4-yl) acetate, which was reacted with NaOH to give 2-methoxyimino-2-(1, 2, 3-thiadiazole-4-yl) acetic acid.

公开(公告)号：KR820000927B1

公开(公告)日：1982-05-26

申请号：KR820000598

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： HISASHI TAKASUKI ,  TAKAO TAKAYA ,  TIYOSHI SUJI ,  TOSHIYUKI SIBA

IPC: C07D501/59

Abstract: Title compds. (Ie; R2 = H, halogen, aliph. hydrocarbon residue, optionally substituted by carboxy; R3 = H, lower alkyl; R4 = H, halogen, lower alkyl, -O-R7; R7 = H, lower alkyl or acyl; R5 = carboxy or functionally-modified carboxy) were prepd. from XIII (R6a = protected amino). Thus, 0.86 g 7-≮2-2-(2,2,2-trifluoroacetamido)-4-thiazolyl≉-2-methoxyiminacetamido)-2, 3-dimethyl-3-cephem-4-carboxylic acid was dissolved in 9 ml aq. soln. contg. 2.3 g sodium acetate trihydrate, and stirred at room temp for 19 hr to give 0.16 g 7-≮2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamide≉-2,3-dimethyl-3-cephem-4-carboxylic acid.

公开(公告)号：KR820000906B1

公开(公告)日：1982-05-24

申请号：KR820000600

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TAKAO TAKAYA ,  TOSHIYUKI SIBA ,  TIYOSHI CHUJI ,  HISASHI TAKASUKI

IPC: C07D501/59

Abstract: Title compds. (Ig; R1 = thiazolyl, thiadiazolyl, haloacetyl; A = methylene, aliph. hydrocarbon residue; R3 = H, lower alkyl; R4 = H, halogen, lower alkyl; R5a = esterified carboxy) were prepd. by the reaction of VII and esterifying agent. Thus, 7-≮2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylate were reacted with 1.33 g iodomethyl-N-hexanoate in N,N-dimethylformamide to give 750 mg N-hexanoyl-oxymethyl-7-≮2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylate.

公开(公告)号：KR820000902B1

公开(公告)日：1982-05-24

申请号：KR780000703

申请日：1978-03-14

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TAKAO TAKAYA ,  TOSHIYUKI SIBA ,  TIYOSHI CHUJI ,  HISASHI TAKASUKI

IPC: C07D501/59

Abstract: Title compds. (I; R1 = thiadiazolyl, thiazolyl, haloacetyl; A = methylene, aliph. hydrocarbon residue; R3 = H, lower alkyl; R4 = H, halogen, lower alkyl, -O-R7; R7 = H, lower alkyl, acyl; R5 = carboxy) were prepd. by the reaction of II and III. Thus, 2.14 g dried pyridine was added in 100 ml dichloromethane contg. 10.50 g p-nitrobenzyl-7-phenylacetamido-3-cephem-4-carboxylate, and reacted with 5.50 g pentachlorophosphite at -10≦̸C to give 7.90 g p-nitrobenzyl-7-amino-3-cephem-4-carboxylate (m.p. 182≦̸C).

公开(公告)号：KR820000928B1

公开(公告)日：1982-05-26

申请号：KR820000601

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TOSHIYUKI SIBA ,  TAKAO TAKAYA ,  HISASHI TAKASUKI ,  TIYOSHI SUJI

IPC: C07D501/59

Abstract: Title compds. (Ik; R1 = thiazolyl, thiadiazolyl, haloacetyl; A = methylene, II; R2 = H, halogen, (esterified) carboxy; R3 = H, lower alkyl; R4 = H, halogen, lower alkyl, -O-R7; R7 = H, lower alkyl, acyl) were prepd. by functionally modification of VIII (R5b = functionally-modified carboxy). Thus, 1.25 g p-nitrobenzyl-7-≮2-(2-formamido-4-thiazolyl)-2-methoxy iminoacetamido≉-3-cephem-4-carboxylate was reduced at room temp for 3.5 hr in 40 ml EtOH and 50 ml THF in the presence of 0.65 g 10 % Pd/C to give 0.60 g 7-≮2-(2-formamido-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylic acid.

公开(公告)号：KR820000905B1

公开(公告)日：1982-05-24

申请号：KR820000599

申请日：1982-02-11

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TIYOSHI CHUJI ,  TAKAO TAKAYA ,  HISASHI TAKASUKI ,  TOSHIYUKI SIBA

IPC: C07D501/59

Abstract: Title compds (Ih; R1a = thiazolyl, thiadiazolyl; R2 = H, halogen, aliph. hydrocarbon residue, optionally substituted by (esterified) carboxy; R5 = carboxy or functionally-modified carboxy) were prepd. by treating Ig (R7a = acyl) with a base. Thus, 2.6 g 7-≮2-(2-amino-4-thiazolyl)-2-methoxyaminoacetamido≉-3-cephem-4- carboxylic hydrochloride was treated 1.04 g sodium bicarbonate at room temp to give 7-≮2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido≉-3-cephem-4-carboxylate.

公开(公告)号：DE3381627D1

公开(公告)日：1990-07-12

申请号：DE3381627

申请日：1983-12-03

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TAKAO TAKAYA ,  TAKASHI MASUGI ,  TAKASHI OGINO ,  HISASHI TAKASUGI ,  HIDEAKI YAMANAKA

IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D213/20 ,  C07D401/06 ,  C07D501/18 ,  C07D501/24

Abstract: New cephem compounds of the formula : … … wherein… R is amino or acylamino; and… R is a group of the formula: … … or a group of the formula :… -A-N (R )3… wherein the symbols define certain groups, pharmaceutically acceptable salts thereof and pharmaceutical compositions comprising an effective amount of such compounds in association with a pharmaceutically acceptable, substantially non-toxic carrier or excipient. The invention also relates to such compounds wherein the carboxy group is protected and to processes for preparing them.

公开(公告)号：IT1168734B

公开(公告)日：1987-05-20

申请号：IT2403583

申请日：1983-12-05

Applicant: FUJISAWA PHARMACEUTICAL CO

Inventor： TAKAO TAKAYA ,  TAKASHI MASUGI ,  TAKASHI OGINO ,  HISASHI TAKASUGI ,  HIDEAKI YAMANAKA

IPC: A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  C07D213/20 ,  C07D401/06 ,  C07D501/18 ,  C07D501/24

Abstract: New cephem compounds of the formula : … … wherein… R is amino or acylamino; and… R is a group of the formula: … … or a group of the formula :… -A-N (R )3… wherein the symbols define certain groups, pharmaceutically acceptable salts thereof and pharmaceutical compositions comprising an effective amount of such compounds in association with a pharmaceutically acceptable, substantially non-toxic carrier or excipient. The invention also relates to such compounds wherein the carboxy group is protected and to processes for preparing them.