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Cephalosporin 3'-esters

Description:

Cephalosporins that are esterified at the 3'-position.

Ancestors:

Organic compounds ⮕ Organoheterocyclic compounds ⮕ Lactams ⮕ Beta lactams ⮕ Cephems ⮕ Cephalosporins ⮕ Cephalosporin 3'-esters

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  1. Cefuracetime
    Cefuracetime
    CAS: 39685-31-9 PubChem CID: 9571078 Formula: C17H17N3O8S Molecular Weight: 423.4
    Out of Stock Item #: C1303267
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CC=CO3)SC1)C(=O)O
    InChIKey
    YBHZVPYSEUQIII-DYJQDLSISA-N
    InChI
    1S/C17H17N3O8S/c1-8(21)28-6-9-7-29-16-12(15(23)20(16)13(9)17(24)25)18-14(22)11(19-26-2)10-4-3-5-27-10/h3-5,12,16H,6-7H2,1-2H3,(H,18,22)(H,24,25)/b19-1show more
  2. cefaloglycin
    cefaloglycin
    CAS: 3577-01-3 PubChem CID: 19150
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: C608443
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](c2ccccc2)N)SC1)C(=O)O
    InChIKey
    FUBBGQLTSCSAON-PBFPGSCMSA-N
    InChI
    1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12show more
    Synonyms
    GTPL12193 | 3-acetoxymethyl-7beta-[(2R)-2-amino-2-phenylacetamido]-3,4-didehydrocepham-4-carboxylic acid | Cefaloglyc...
  3. Cephalothin
    Cephalothin
    CAS: 153-61-7 EC Number: 205-815-7 Formula: C16H16N2O6S2 Molecular Weight: 396.4
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: C421823
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
    InChIKey
    XIURVHNZVLADCM-IUODEOHRSA-N
    InChI
    1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
    Synonyms
    (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ...
  4. Cefotaxime acid
    Cefotaxime acid
    CAS: 63527-52-6 EC Number: 264-299-1 Formula: C16H17N5O7S2 Molecular Weight: 455.46
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: C425223
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-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 ashow more
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
    InChIKey
    GPRBEKHLDVQUJE-QSWIMTSFSA-N
    InChI
    1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,2show more
    Synonyms
    4kot | BDBM50482777 | Cefotaximum | Diglycidylester kyseliny hexahydroftalove [Czech] | J01DA10 | C06885 | EN300-2170...
  5. Cefotaxime acid
    Cefotaxime acid
    CAS: 63527-52-6 EC Number: 264-299-1 Formula: C16H17N5O7S2 Molecular Weight: 455.46
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥95%
    In Stock Item #: C304232
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-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 ashow more
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
    InChIKey
    GPRBEKHLDVQUJE-QSWIMTSFSA-N
    InChI
    1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,2show more
    Synonyms
    4kot | BDBM50482777 | Cefotaximum | Diglycidylester kyseliny hexahydroftalove [Czech] | J01DA10 | C06885 | EN300-2170...
  6. Cefathiamidine
    Cefathiamidine
    CAS: 33075-00-2 Formula: C19H28N4O6S2 Molecular Weight: 472.58
    10mM in DMSO
    In Stock Item #: C423378
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-7-[[2-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(C)NC(=NC(C)C)SCC(=O)NC1C2N(C1=O)C(=C(CS2)COC(=O)C)C(=O)O
    InChIKey
    JYXACOFERDBGGQ-RHSMWYFYSA-N
    InChI
    1S/C19H28N4O6S2/c1-9(2)20-19(21-10(3)4)31-8-13(25)22-14-16(26)23-15(18(27)28)12(6-29-11(5)24)7-30-17(14)23/h9-10,14,17H,6-8H2,1-5H3,(H,20,21)(H,22,25)show more
    Synonyms
    D81831 | 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-((((((1-methylethyl)amino)((1...
  7. Cefapirin sodium
    Cefapirin sodium
    CAS: 24356-60-3 EC Number: 246-194-2 Formula: C17H16N3NaO6S2 Molecular Weight: 445.445
    10mM in DMSO
    In Stock Item #: C422818
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    Technical Identifiers
    IUPAC Name
    sodium;(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)[O-].[Na+]
    InChIKey
    VGEOUKPOQQEQSX-OALZAMAHSA-M
    InChI
    1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+show more
    Synonyms
    CEPHAPIRIN SODIUM|cefapirin sodium|24356-60-3|Sodium cefapirin|Sodium cephapirin|Cefadyl|Cephapirin sodium salt|Cepha...
  8. Cefapirin sodium
    Cefapirin sodium
    CAS: 24356-60-3 Formula: C17H16N3NaO6S2 Molecular Weight: 445.445
    ≥98%
    In Stock Item #: C303172
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    Technical Identifiers
    IUPAC Name
    sodium;(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)[O-].[Na+]
    InChIKey
    VGEOUKPOQQEQSX-OALZAMAHSA-M
    InChI
    1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+show more
    Synonyms
    Q27106128 | (7R,7aR)-3-(acetyloxymethyl)-6-oxo-7-(2-(4-pyridylthio)acetylamino)-2H,7H-azet idino[2,1-b]1,3-thiazine-4...
  9. Cefathiamidine
    Cefathiamidine
    CAS: 33075-00-2 Formula: C19H28N4O6S2 Molecular Weight: 472.58
    ≥97%
    In Stock Item #: C347480
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-7-[[2-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(C)NC(=NC(C)C)SCC(=O)NC1C2N(C1=O)C(=C(CS2)COC(=O)C)C(=O)O
    InChIKey
    JYXACOFERDBGGQ-RHSMWYFYSA-N
    InChI
    1S/C19H28N4O6S2/c1-9(2)20-19(21-10(3)4)31-8-13(25)22-14-16(26)23-15(18(27)28)12(6-29-11(5)24)7-30-17(14)23/h9-10,14,17H,6-8H2,1-5H3,(H,20,21)(H,22,25)show more
    Synonyms
    D81831 | 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-((((((1-methylethyl)amino)((1...
  10. Cefacetrile
    Cefacetrile
    CAS: 10206-21-0 EC Number: 233-508-8 Formula: C13H13N3O6S Molecular Weight: 339.32
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: C337847
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-7-[(2-cyanoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC#N)SC1)C(=O)O
    InChIKey
    RRYMAQUWDLIUPV-BXKDBHETSA-N
    InChI
    1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1
    Synonyms
    Cefacetrile 100 microg/mL in Acetonitrile | (6R,7R)-3-(Acetoxymethyl)-7-(2-cyanoacetamido)-8-oxo-5-thia-1-azabicyclo[...
  11. Cephalosporin C zinc salt
    Cephalosporin C zinc salt
    CAS: 59143-60-1 EC Number: 261-624-9 PubChem CID: 11957494 Formula: C16H19N3O8S・Zn Molecular Weight: 478.78
    Out of Stock Item #: C337167
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    zinc;(6R,7R)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxylatopentanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CCCC(C(=O)[O-])N)SC1)C(=O)[O-].[Zn+2]
    InChIKey
    TVMXJQZBKOMFQK-OOARYINLSA-L
    InChI
    1S/C16H21N3O8S.Zn/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24;/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)show more
    Synonyms
    LP00281 | HY-B1299A | 7AX8Y0VD4W | Tox21_500281 | zinc;(6R,7R)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxylatopent...
  12. Cephalothin
    Cephalothin
    CAS: 153-61-7 EC Number: 205-815-7 Formula: C16H16N2O6S2 Molecular Weight: 396.4
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: C181715
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
    InChIKey
    XIURVHNZVLADCM-IUODEOHRSA-N
    InChI
    1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
    Synonyms
    (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ...
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