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Penams

Description:

Organic heterocyclic compounds containing the 4-thia-1-azabicyclo[3.2.0]heptan-7-one structure.

Ancestors:

Organic compounds ⮕ Organoheterocyclic compounds ⮕ Lactams ⮕ Beta lactams ⮕ Penams

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  1. Amoxicillin-Potassium Clavulanate Combination
    Amoxicillin-Potassium Clavulanate Combination
    CAS: 74469-00-4 Formula: C24H27KN4O10S Molecular Weight: 602.7
    Out of Stock Item #: A1304375
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    IUPAC Name
    potassium;(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2R,3Z,5show more
    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C.C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)[O-].[K+]
    InChIKey
    DWHGNUUWCJZQHO-ZVDZYBSKSA-M
    InChI
    1S/C16H19N3O5S.C8H9NO5.K/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h3-6,9-11,14show more
  2. Hetacillin potassium
    Hetacillin potassium
    CAS: 26939-80-0 Formula: C19H22KN3O4S Molecular Weight: 427.6
    Out of Stock Item #: H671161
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    IUPAC Name
    potassium;(2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    SMILES
    CC1(C(N2C(S1)C(C2=O)N3C(=O)C(NC3(C)C)C4=CC=CC=C4)C(=O)[O-])C.[K+]
    InChIKey
    QRSPJBLLJXVPDD-XFAPPKAWSA-M
    InChI
    1S/C19H23N3O4S.K/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10;/h5-9,11-13,16,20H,1-4H3,(H,25,26);/q;+1/p-1/t11show more
    Synonyms
    HETACILLIN POTASSIUM | HETACILLIN POTASSIUM [GREEN BOOK] | 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2,...
  3. Hetacillin
    Hetacillin
    CAS: 3511-16-8 EC Number: 222-512-5 PubChem CID: 443387 Formula: C19H23N3O4S Molecular Weight: 389.47
    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 #: H610818
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    IUPAC Name
    (2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    SMILES
    CC1(C(N2C(S1)C(C2=O)N3C(=O)C(NC3(C)C)C4=CC=CC=C4)C(=O)O)C
    InChIKey
    DXVUYOAEDJXBPY-NFFDBFGFSA-N
    InChI
    1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-show more
    Synonyms
    D08059 | BRL-804 | Hetacillin (USAN:USP:INN:BAN) | Hetacilline (INN-French) | SR-01000196595 | CHEBI:5683 | 6beta-[(4...
  4. talampicillin
    talampicillin
    CAS: 47747-56-8 PubChem CID: 71447 Formula: C24H23N3O6S Molecular Weight: 481.5
    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 #: T614322
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    IUPAC Name
    (3-oxo-1H-2-benzofuran-1-yl) (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)N)C(=O)OC1c2ccccc2C(=O)O1)C
    InChIKey
    SOROUYSPFADXSN-SUWVAFIASA-N
    InChI
    1S/C24H23N3O6S/c1-24(2)17(22(31)33-23-14-11-7-6-10-13(14)21(30)32-23)27-19(29)16(20(27)34-24)26-18(28)15(25)12-8-4-3-5-9-12/h3-11,15-17,20,23H,25H2,1-show more
    Synonyms
    3-oxo-1,3-dihydro-2-benzofuran-1-yl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-aza...
  5. metampicillin
    metampicillin
    CAS: 6489-97-0 PubChem CID: 6713928
    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 #: M611803
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    IUPAC Name
    (2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-(methylideneamino)-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)N=C)C(=O)O)C
    InChIKey
    FZECHKJQHUVANE-MCYUEQNJSA-N
    InChI
    1S/C17H19N3O4S/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24)/t10-,11-,12+,15-show more
    Synonyms
    (2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2...
  6. epicillin
    epicillin
    CAS: 26774-90-3 PubChem CID: 71392
    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 #: E610157
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    IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    SMILES
    N[C@H](C1=CCC=CC1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
    InChIKey
    RPBAFSBGYDKNRG-NJBDSQKTSA-N
    InChI
    1S/C16H21N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,1show more
    Synonyms
    Epicilina [INN-Spanish] | DB13300 | Epicillin | Epicilline [INN-French] | RPBAFSBGYDKNRG-NJBDSQKTSA-N | SQ-11302 | Di...
  7. cyclacillin
    cyclacillin
    CAS: 3485-14-1 PubChem CID: 19003 Formula: C15H23N3O4S Molecular Weight: 341.43
    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 #: C609681
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    IUPAC Name
    (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
    InChIKey
    HGBLNBBNRORJKI-WCABBAIRSA-N
    InChI
    1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1
    Synonyms
    Citosarin | Vastcillin (TN) | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(1-aminocyclohexyl)carbonyl]ami...
  8. azidocillin
    azidocillin
    CAS: 17243-38-8 PubChem CID: 15574941
    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 #: A607902
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    IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-azido-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)N=[N+]=[N-])C(=O)O)C
    InChIKey
    ODFHGIPNGIAMDK-NJBDSQKTSA-N
    InChI
    1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1show more
    Synonyms
    AZIDOCILLIN [MI] | Azidocillinum [INN-Latin] | 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfonyl]-1...
  9. Ampicillin
    Ampicillin
    CAS: 7177-48-2 EC Number: 615-347-9 Formula: C16H19N3O4S·3H2O Molecular Weight: 403.45
    Solid PharmPure™ ? PharmPure™ — Aladdin's line of biopharmaceutical raw and starting materials. Use for pharma manufacturing inputs needing high purity and documentation. USP ? United States Pharmacopeia grade — meets USP monograph specs for pharmaceutical use. Use for drug manufacturing, QC, and applications requiring US compendial compliance.
    In Stock Item #: A433389
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    Technical Identifiers
    IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
    SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.O.O.O
    InChIKey
    RXDALBZNGVATNY-CWLIKTDRSA-N
    InChI
    1S/C16H19N3O4S.3H2O/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;;;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);3*1H2/t9-,1show more
    Synonyms
    CHEBI:31209 | Amcill (TN) | HMS2095G10 | AMPICILLIN TRIHYDRATE [WHO-IP] | Cymbi | MFCD00072036 | Ampicillin hydrate |...
  10. Ampicillin trihydrate
    Ampicillin trihydrate
    CAS: 7177-48-2 EC Number: 615-347-9 Formula: C16H19N3O4S·3H2O Molecular Weight: 403.45
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%(HPLC)(dry basis)
    In Stock Item #: A433388
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    Technical Identifiers
    IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
    SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.O.O.O
    InChIKey
    RXDALBZNGVATNY-CWLIKTDRSA-N
    InChI
    1S/C16H19N3O4S.3H2O/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;;;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);3*1H2/t9-,1show more
    Synonyms
    CHEBI:31209 | Amcill (TN) | HMS2095G10 | AMPICILLIN TRIHYDRATE [WHO-IP] | Cymbi | MFCD00072036 | Ampicillin hydrate |...
  11. amoxycillin trihydrate
    amoxycillin trihydrate
    CAS: 61336-70-7 EC Number: 612-127-4 Formula: C16H19N3O5S·3H2O Molecular Weight: 419.45
    10mM in DMSO
    In Stock Item #: A425081
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    Technical Identifiers
    IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
    SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C.O.O.O
    InChIKey
    MQXQVCLAUDMCEF-CWLIKTDRSA-N
    InChI
    1S/C16H19N3O5S.3H2O/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;;;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);3*1H2show more
    Synonyms
    Amoxicillin trihydrate|61336-70-7|Larotid|Trimox|Utimox|Wymox|Clamoxyl|Amoxil|Amoxipen|Moxaline|Amodex|Zimox|Robamox|...
  12. Sultamicillin
    Sultamicillin
    CAS: 76497-13-7 PubChem CID: 444022 Formula: C25H30N4O9S2 Molecular Weight: 594.66
    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 #: S425882
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    Technical Identifiers
    IUPAC Name
    [(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimshow more
    SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C4C(S(=O)(=O)C5N4C(=O)C5)(C)C)C
    InChIKey
    OPYGFNJSCUDTBT-PMLPCWDUSA-N
    InChI
    1S/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14show more
    Synonyms
    (E)-3-(2-chlorophenyl)-1-phenyl-prop-2-en-1-one | 1,1-DIOXOPENICILLANOYLOXYMETHYL 6-(D-.ALPHA.-AMINO-.ALPHA.-PHENYLAC...
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