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Cephems

Description:

Organic compounds containing the 5-thia-1-azabicyclo[4.2.0]oct-2-en-8-one nucleus.
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  1. Cefoxitin
    Cas Number: 35607-66-0
    Formula:  C16H17N3O7S2        Molecular Weight: 427.45
    IUPAC Name:  (6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES:  COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CC3=CC=CS3
    InChIKey: WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
    InChI:  InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,show more
    Synonyms: CEFOXITIN [VANDF] | Cefoxotin | CEFOXITIN [ORANGE BOOK] | AKOS022185232 | CEFOXITIN [INN] | Z317042260 | 3-Carbamoylo...
  2. Cefoxitin
    Cas Number: 35607-66-0
    Formula:  C16H17N3O7S2        Molecular Weight: 427.45
    IUPAC Name:  (6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES:  COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CC3=CC=CS3
    InChIKey: WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
    InChI:  InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,show more
    Synonyms: cefoxitin|35607-66-0|Cefoxitinum|Rephoxitin|Mefoxin|CEPHOXITIN|Cefoxitina|Cefoxitine|Mefoxitin|ceftoxitin|CFX|CHEBI:2...
  3. Cefotiam Hexetil Hydrochloride
      Grade & Purity: 
    • ≥98%
    Cas Number: 95789-30-3        Compound CID:  175647
    Formula:  C27H39Cl2N9O7S3        Molecular Weight: 768.76
    IUPAC Name:  1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxshow more
    SMILES:  CC(OC(=O)C1=C(CSC2N1C(=O)C2NC(=O)CC3=CSC(=N3)N)CSC4=NN=NN4CCN(C)C)OC(=O)OC5CCCCC5.Cl.Cl
    InChIKey: FFSANQNELHESQJ-LWBICVDYSA-N
    InChI:  InChI=1S/C27H37N9O7S3.2ClH/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11show more
    Synonyms: cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester dihydrochloride | 5-23-01-00042 (Beilstein Handbook Reference) | 5-T...
  4. Cefotiam Hexetil Hydrochloride
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 95789-30-3        Compound CID:  175647
    Formula:  C27H39Cl2N9O7S3        Molecular Weight: 768.76
    IUPAC Name:  1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxshow more
    SMILES:  CC(OC(=O)C1=C(CSC2N1C(=O)C2NC(=O)CC3=CSC(=N3)N)CSC4=NN=NN4CCN(C)C)OC(=O)OC5CCCCC5.Cl.Cl
    InChIKey: FFSANQNELHESQJ-LWBICVDYSA-N
    InChI:  InChI=1S/C27H37N9O7S3.2ClH/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11show more
    Synonyms: cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester dihydrochloride | 5-23-01-00042 (Beilstein Handbook Reference) | 5-T...
  5. Cefotiam Dihydrochloride
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 66309-69-1        Compound CID:  47896
    Formula:  C18H25Cl2N9O4S3        Molecular Weight: 598.54
    IUPAC Name:  (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-show more
    SMILES:  CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O.Cl.Cl
    InChIKey: BWRRTAXZCKVRON-DGPOFWGLSA-N
    InChI:  InChI=1S/C18H23N9O4S3.2ClH/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10;;/h8,12,15H,3-7H2,show more
    Synonyms: Cefotiam dihydrochloride|CEFOTIAM HYDROCHLORIDE|66309-69-1|Halospor|Ceradon|Pansporin|Cefotiam hcl|Pansporine|Spizef|...
  6. Cefotiam
    Cas Number: 61622-34-2
    Formula:  C18H23N9O4S3        Molecular Weight: 525.63
    IUPAC Name:  (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-show more
    SMILES:  CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
    InChIKey: QYQDKDWGWDOFFU-IUODEOHRSA-N
    InChI:  InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(show more
    Synonyms: CGP 14221E | Prestwick2_000482 | SCHEMBL149538 | CEFOTIAM [WHO-DD] | BSPBio_000343 | 5-Thia-1-azabicyclo[4.2.0]oct-2-...
  7. Cefotetan
    Cas Number: 69712-56-7        EC Number: 274-093-3
    Formula:  C17H17N7O8S4        Molecular Weight: 575.62
    IUPAC Name:  (6R,7S)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-show more
    SMILES:  CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC)SC2)C(=O)O
    InChIKey: SRZNHPXWXCNNDU-RHBCBLIFSA-N
    InChI:  InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2show more
    Synonyms: C2936 | CCG-220473 | Cefotetanum | UNII-48SPP0PA9Q | Prestwick1_000473 | cefotetan | C17H17N7O8S4 | CEFOTETAN [MI] | ...
  8. Cefixime
    Cas Number: 79350-37-1
    Formula:  C16H15N5O7S2        Molecular Weight: 453.45
    IUPAC Name:  (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acshow more
    SMILES:  C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
    InChIKey: OKBVVJOGVLARMR-QSWIMTSFSA-N
    InChI:  InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)show more
    Synonyms: CEFIXIME [WHO-DD] | Cefiximum (Latin) | Citropen | HMS2234J21 | Cefixime Anhydrous | HMS3713M06 | HSDB 2045 | SR-0100...
  9. Cefuroxime axetil
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 64544-07-6
    Formula:  C20H22N4O10S        Molecular Weight: 510.47
    IUPAC Name:  1-acetyloxyethyl (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxshow more
    SMILES:  CC(OC(=O)C)OC(=O)C1=C(CSC2N1C(=O)C2NC(=O)C(=NOC)C3=CC=CO3)COC(=O)N
    InChIKey: KEJCWVGMRLCZQQ-YJBYXUATSA-N
    InChI:  InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1show more
    Synonyms: cefuroxime axetil|Elobact|Zinat|Ceftin|Cepazine|Cetoxil|Cefuroxime 1-acetoxyethyl ester|Cefurax|Oraxim|Zinnat|Biorace...
  10. Ceftriaxone
    Cas Number: 73384-59-5
    Formula:  C18H18N8O7S3        Molecular Weight: 554.58
    IUPAC Name:  (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-show more
    SMILES:  CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
    InChIKey: VAAUVRVFOQPIGI-SPQHTLEESA-N
    InChI:  InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2show more
    Synonyms: 7-[2-(2-Amino-thiazol-4-yl)-2-methoxyimino-acetylamino]-3-(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-[1,2,4]triazin-3-ylsu...
  11. Ceftizoxime
    Cas Number: 68401-81-0
    Formula:  C13H13N5O5S2        Molecular Weight: 383.4
    IUPAC Name:  (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES:  CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=CCS3)C(=O)O
    InChIKey: NNULBSISHYWZJU-LLKWHZGFSA-N
    InChI:  InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22)/b17-7-show more
    Synonyms: ceftizoxime|68401-81-0|Ceftizoxima|Ceftizoximum|Cefizox|Ceftizoximum [INN-Latin]|Ceftizoxima [INN-Spanish]|FK-749|Cef...
  12. Cefixime
    Cas Number: 79350-37-1
    Formula:  C16H15N5O7S2        Molecular Weight: 453.45
    IUPAC Name:  (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acshow more
    SMILES:  C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
    InChIKey: OKBVVJOGVLARMR-QSWIMTSFSA-N
    InChI:  InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)show more
    Synonyms: CEFIXIME [WHO-DD] | Cefiximum (Latin) | Citropen | HMS2234J21 | Cefixime Anhydrous | HMS3713M06 | HSDB 2045 | SR-0100...
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