Thienamycins

Description:

Beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.

Ancestors:

Organic compounds ⮕ Organoheterocyclic compounds ⮕ Lactams ⮕ Beta lactams ⮕ Carbapenems ⮕ Thienamycins

Biapenem
- 10mM in Water
Cas Number: 120410-24-4

Formula: C₁₅H₁₈N₄O₄S Molecular Weight: 350.39

IUPAC Name: (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-show more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])C(C)O

InChIKey: MRMBZHPJVKCOMA-YJFSRANCSA-N

InChI: InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1

Synonyms: NCGC00164551-01 | LJC 10627 | Tox21_112180 | (4R,5S,6S)-3-((6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)t...
Details

Pricing Close
Tebipenem Pivoxil
- ≥98%
Cas Number: 161715-24-8 Compound CID: 9892071

Formula: C₂₂H₃₁N₃O₆S₂ Molecular Weight: 497.63

IUPAC Name: 2,2-dimethylpropanoyloxymethyl (4R,5S,6S)-3-[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclshow more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CN(C3)C4=NCCS4)C(=O)OCOC(=O)C(C)(C)C)C(C)O

InChIKey: SNUDIPVBUUXCDG-QHSBEEBCSA-N

InChI: InChI=1S/C22H31N3O6S2/c1-11-15-14(12(2)26)18(27)25(15)16(19(28)30-10-31-20(29)22(3,4)5)17(11)33-13-8-24(9-13)21-23-6-7-32-21/h11-15,26H,6-10H2,1-5H3/tshow more

Synonyms: 95AK1A52I8 | MFCD17215369 | GTPL10864 | (1R,5S,6S)-6-[1(R)-Hydroxyethyl]-1-methyl-2-[1-(2-thiazolin-2-yl)azetidin-3-y...
Details

Pricing Close
Imipenem
- ≥98%
Cas Number: 64221-86-9

Formula: C₁₂H₁₇N₃O₄S Molecular Weight: 299.34

IUPAC Name: (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

SMILES: CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O

InChIKey: ZSKVGTPCRGIANV-ZXFLCMHBSA-N

InChI: InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7-,9-/m1/s1

Synonyms: SR-01000945009-1 | (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hep...
Details

Pricing Close
Biapenem
- ≥99%
Cas Number: 120410-24-4

Formula: C₁₅H₁₈N₄O₄S Molecular Weight: 350.39

IUPAC Name: (4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-show more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CN4C=NC=[N+]4C3)C(=O)[O-])C(C)O

InChIKey: MRMBZHPJVKCOMA-YJFSRANCSA-N

InChI: InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1

Synonyms: NCGC00164551-01 | LJC 10627 | Tox21_112180 | (4R,5S,6S)-3-((6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-yl)t...
Details

Pricing Close
Doripenem Hydrate
- ≥99%
Cas Number: 364622-82-2 Compound CID: 636377

Formula: C₁₅H₂₄N₄O₆S₂·H₂O Molecular Weight: 438.52

IUPAC Name: (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxshow more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O.O

InChIKey: NTUBEBXBDGKBTJ-WGLOMNHJSA-N

InChI: InChI=1S/C15H24N4O6S2.H2O/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16show more

Synonyms: CCG-269113 | (4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((sulfamoylamino)methyl)pyrrolidin-3-yl)t...
Details

Pricing Close
Meropenem trihydrate
- ≥98%
Cas Number: 119478-56-7 Compound CID: 441129

Formula: C₁₇H₂₅N₃O₅S·3H₂O Molecular Weight: 437.51

IUPAC Name: (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic show more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O.O.O.O

InChIKey: CTUAQTBUVLKNDJ-OBZXMJSBSA-N

InChI: InChI=1S/C17H25N3O5S.3H2O/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4;;;/h7-12,18,21H,5-6H2,1-4H3,(H,24,25);3*1H2/t7-show more

Synonyms: s4846 | (4R,5S,6S)-3-(((3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl)thio)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-1-aza...
Details

Pricing Close
Imipenem monohydrate
- ≥95%(HPLC)
Cas Number: 74431-23-5 EC Number: 264-734-5 Compound CID: 5282372

Formula: C₁₂H₁₇N₃O₄S · H₂O Molecular Weight: 317.36

IUPAC Name: (5R,6S)-3-[2-(aminomethylideneamino)ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;hydrate

SMILES: CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN=CN)O.O

InChIKey: GSOSVVULSKVSLQ-JJVRHELESA-N

InChI: InChI=1S/C12H17N3O4S.H2O/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17;/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19);1H2/t6-,7-,9-;/m1./s1

Synonyms: (5R,6S)-3-((2-Formimidamidoethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid h...
Details

Pricing Close
Doripenem
- ≥95%
Cas Number: 148016-81-3

Formula: C₁₅H₂₄N₄O₆S₂ Molecular Weight: 420.5

IUPAC Name: (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxshow more

SMILES: CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)O)C(C)O

InChIKey: AVAACINZEOAHHE-VFZPANTDSA-N

InChI: InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,2show more

Synonyms: (+)-(4R,5S,6S)-6-((1R)-1-Hydroxyethyl)-4-methyl-7-oxo-3-(((3S,5S)-5-((sulfamoylamino)methyl)-3-pyrrolidinyl)thio)-1-a...
Details

Pricing Close

Compare Products

Remove This Item

You have no items to compare.

My Wish Lists

Last Added Items

You have no items in your wish list.