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Cephalosporins

Description:

Compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Ancestors:

Organic compounds ⮕ Organoheterocyclic compounds ⮕ Lactams ⮕ Beta lactams ⮕ Cephems ⮕ Cephalosporins

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  1. Cefovecin Sodium
    Cefovecin Sodium
    CAS: 141195-77-9 Formula: C17H18N5NaO6S2 Molecular Weight: 475.500
    ≥99%
    Out of Stock Item #: C931083
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    Technical Identifiers
    IUPAC Name
    sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-[(2S)-oxolan-2-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbshow more
    SMILES
    CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)[C@@H]4CCCO4)C(=O)[O-].[Na+]
    InChIKey
    QRIBXVGHDLFNNE-VQWMGBAQSA-M
    InChI
    1S/C17H19N5O6S2.Na/c1-27-21-10(8-6-30-17(18)19-8)13(23)20-11-14(24)22-12(16(25)26)7(5-29-15(11)22)9-3-2-4-28-9;/h6,9,11,15H,2-5H2,1H3,(H2,18,19)(H,20,show more
  2. 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
  3. Ceftaroline
    Ceftaroline
    CAS: 189345-04-8 Formula: C22H20N8O5S4 Molecular Weight: 604.70
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥95%
    Out of Stock Item #: C1280998
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetyl]amino]-3-[[4-(1-methylpyridin-1-ium-4-yl)-1,3-thiazol-2-yl]sulfanyl]-8-oxo-5-thshow more
    SMILES
    CCON=C(C1=NSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)SC4=NC(=CS4)C5=CC=[N+](C=C5)C)C(=O)[O-]
    InChIKey
    RGFBRLNVZCCMSV-BIRGHMBHSA-N
    InChI
    1S/C22H20N8O5S4/c1-3-35-27-13(16-26-21(23)39-28-16)17(31)25-14-18(32)30-15(20(33)34)12(9-36-19(14)30)38-22-24-11(8-37-22)10-4-6-29(2)7-5-10/h4-8,14,19show more
    Synonyms
    T-91825 | PPI-0903M | PPI-0903M | Ceftaroline Fosamil impurity U3-Z
  4. Desfuroyl Ceftiofur
    Desfuroyl Ceftiofur
    CAS: 120882-22-6 PubChem CID: 9576866 Formula: C14H15N5O5S3 Molecular Weight: 429.49
    Out of Stock Item #: D951937
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    Technical Identifiers
    IUPAC Name
    (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(sulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acshow more
    SMILES
    CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)CS)C(=O)O
    InChIKey
    OITCOWCNESRWSM-RWFJUVPESA-N
    InChI
    1S/C14H15N5O5S3/c1-24-18-7(6-4-27-14(15)16-6)10(20)17-8-11(21)19-9(13(22)23)5(2-25)3-26-12(8)19/h4,8,12,25H,2-3H2,1H3,(H2,15,16)(H,17,20)(H,22,23)/b18show more
  5. Cefadroxil
    Cefadroxil
    CAS: 50370-12-2 EC Number: 256-555-6 PubChem CID: 47965 Formula: C16H17N3O5S Molecular Weight: 363.39
    ≥98%
    Out of Stock Item #: C694022
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O
    InChIKey
    BOEGTKLJZSQCCD-UEKVPHQBSA-N
    InChI
    1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/show more
  6. (6R，7R)-Benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    (6R，7R)-Benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    CAS: 64308-63-0 PubChem CID: 11145881 Formula: C29H25ClN2O4S Molecular Weight: 533.05
    Solid ≥95%
    Out of Stock Item #: B691509
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    benzhydryl (6R,7R)-3-(chloromethyl)-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    SMILES
    C1C(=C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)OC(C4=CC=CC=C4)C5=CC=CC=C5)CCl
    InChIKey
    BCMPVBNNIHFSLU-UFHPHHKVSA-N
    InChI
    1S/C29H25ClN2O4S/c30-17-22-18-37-28-24(31-23(33)16-19-10-4-1-5-11-19)27(34)32(28)25(22)29(35)36-26(20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,24,26,28Hshow more
    Synonyms
    (6R,7R)-Benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  7. Ceftazidime (containing approximately 10% sodium carbonate)
    Ceftazidime (containing approximately 10% sodium carbonate)
    CAS: 72558-82-8 EC Number: 276-715-9 Formula: C22H22N6O7S2 Molecular Weight: 546.57
    ≥98%
    In Stock Item #: C684460
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2show more
    SMILES
    CC(C)(C(=O)O)ON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-]
    InChIKey
    ORFOPKXBNMVMKC-DWVKKRMSSA-N
    InChI
    1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9Hshow more
  8. no_selection
    Ceftolozane sulfate
    Formula: C23H32N12O12S3 Molecular Weight: 764.8
    Out of Stock Item #: C671210
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    2-[(Z)-[2-[[(6R,7R)-3-[[3-amino-4-(2-aminoethylcarbamoylamino)-2-methylpyrazol-1-ium-1-yl]methyl]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7show more
    SMILES
    CC(C)(C(=O)[O-])ON=C(C1=NSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC(=C(N4C)N)NC(=O)NCCN)C(=O)O.OS(=O)(=O)O
    InChIKey
    UJDQGRLTPBVSFN-TVNHLQOTSA-N
    InChI
    1S/C23H30N12O8S2.H2O4S/c1-23(2,20(40)41)43-31-11(15-30-21(26)45-32-15)16(36)29-12-17(37)35-13(19(38)39)9(8-44-18(12)35)6-34-7-10(14(25)33(34)3)28-22(4show more
    Synonyms
    Ceftolozane sulfate | CHEMBL1213250 | FR264205 | CXA-101 (FOR SULFATE)
  9. no_selection
    Ceftazidime sodium
    CAS: 73547-61-2 PubChem CID: 5488543 Formula: C22H21N6NaO7S2 Molecular Weight: 568.6
    Out of Stock Item #: C671009
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    Technical Identifiers
    IUPAC Name
    sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxylatopropan-2-yloxyimino)acetyl]amino]-8-oxo-3-(pyridin-1-ium-1-ylmethyl)-5-thia-1-azashow more
    SMILES
    CC(C)(C(=O)[O-])ON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC=C4)C(=O)[O-].[Na+]
    InChIKey
    JEEWDSDYUSEQML-ROMZVAKDSA-M
    InChI
    1S/C22H22N6O7S2.Na/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27;/h3-7,10,14,18H,show more
    Synonyms
    CEFTAZIDIME SODIUM | sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxylatopropan-2-yloxyimino)acetyl]...
  10. Cephalexin hydrochloride
    Cephalexin hydrochloride
    CAS: 105879-42-3 Formula: C16H20ClN3O5S Molecular Weight: 401.9
    Out of Stock Item #: C670945
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate;hydrochloride
    SMILES
    CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=CC=C3)N)SC1)C(=O)O.O.Cl
    InChIKey
    YHJDZIQOCSDIQU-OEDJVVDHSA-N
    InChI
    1S/C16H17N3O4S.ClH.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H;1H2/t1show more
    Synonyms
    Cephalexin hydrochloride | (6R,7R)-7-[(2R)-2-Amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-...
  11. no_selection
    Desacetylcephapirin
    CAS: 38115-21-8 Formula: C15H15N3O5S2 Molecular Weight: 381.4
    Out of Stock Item #: D668101
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (6R,7R)-3-(hydroxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
    SMILES
    C1C(=C(N2C(S1)C(C2=O)NC(=O)CSC3=CC=NC=C3)C(=O)O)CO
    InChIKey
    IOFHZPVEQXTSQW-BXUZGUMPSA-N
    InChI
    1S/C15H15N3O5S2/c19-5-8-6-25-14-11(13(21)18(14)12(8)15(22)23)17-10(20)7-24-9-1-3-16-4-2-9/h1-4,11,14,19H,5-7H2,(H,17,20)(H,22,23)/t11-,14-/m1/s1
    Synonyms
    Desacetylcephapirin | Desacetyl cephapirin | XX90DN99PA | (6R,7R)-3-(Hydroxymethyl)-8-oxo-7-(2-(pyridin-4-ylthio)acet...
  12. Cefcapene pivoxil hydrochloride
    Cefcapene pivoxil hydrochloride
    CAS: 147816-23-7 PubChem CID: 6918126 Formula: C23H30ClN5O8S2 Molecular Weight: 604.1
    ≥99%
    Out of Stock Item #: C647456
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]show more
    SMILES
    CCC=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C.Cl
    InChIKey
    ALPFRUJYOAKQQR-CQZSJNSUSA-N
    InChI
    1S/C23H29N5O8S2.ClH/c1-5-6-12(13-9-38-21(24)26-13)16(29)27-14-17(30)28-15(11(7-34-22(25)33)8-37-18(14)28)19(31)35-10-36-20(32)23(2,3)4;/h6,9,14,18H,5,show more
    Synonyms
    Flomox | MFCD00883711 | A925072 | 2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-e...
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