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Lactams

Organic heterocyclic compounds that contain a cyclic amide; amide groups consist of a carbonyl carbon atom linked by a single bond to a nitrogen atom and either a hydrogen or a carbon atom. These compounds are the nitrogen analogs of lactones.

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1

Meropenem Sodium Salt, TRC

CAS: 211238-34-5 Molecular Formula: C17 H24 N3 O5 S . Na Molecular Weight (g/mol): 405.44 Synonym: 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, sodium salt (1:1), (4R,5S,6S)- (ACI),1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, monosodium salt, (4R,5S,6S)- (9CI),(4R,5S,6S)-3-[[(3S,5S)-5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid sodium salt (1:1),Meropenem sodium,Meropenem sodium salt IUPAC Name: sodium;(4R,5S,6R)-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-carboxylate SMILES: [Na+].C[C@@H](O)[C@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(=O)[O-])S[C@@H]3CN[C@@H](C3)C(=O)N(C)C

CAS 211238-34-5
Molecular Weight (g/mol) 405.44
SMILES [Na+].C[C@@H](O)[C@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(=O)[O-])S[C@@H]3CN[C@@H](C3)C(=O)N(C)C
Synonym 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, sodium salt (1:1), (4R,5S,6S)- (ACI),1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, monosodium salt, (4R,5S,6S)- (9CI),(4R,5S,6S)-3-[[(3S,5S)-5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid sodium salt (1:1),Meropenem sodium,Meropenem sodium salt
IUPAC Name sodium;(4R,5S,6R)-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-carboxylate
Molecular Formula C17 H24 N3 O5 S . Na
2

Benzyl Penicillinate-d7 Potassium Salt (Penicillin G-d7 Potassium Salt), TRC

CAS: 352323-25-2 Molecular Formula: C16H10D7KN2O4S Molecular Weight (g/mol): 379.52 Synonym: Penicillin G Potassium D7 (Benzyl D7) IUPAC Name: potassium;(2S,5R,6R)-6-[[2,2-dideuterio-2-(2,3,4,5,6-pentadeuteriophenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate SMILES: [K+].[2H]c1c([2H])c([2H])c(c([2H])c1[2H])C([2H])([2H])C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(=O)[O-]

CAS 352323-25-2
Molecular Weight (g/mol) 379.52
SMILES [K+].[2H]c1c([2H])c([2H])c(c([2H])c1[2H])C([2H])([2H])C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(=O)[O-]
Synonym Penicillin G Potassium D7 (Benzyl D7)
IUPAC Name potassium;(2S,5R,6R)-6-[[2,2-dideuterio-2-(2,3,4,5,6-pentadeuteriophenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Molecular Formula C16H10D7KN2O4S
3

Desacetyl Cephapirin Sodium Salt, TRC

CAS: 104557-24-6 Molecular Formula: C15 H14 N3 O5 S2 . Na Molecular Weight (g/mol): 403.41 Synonym: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, (6R-trans)- (9CI),(6R,7R)-3-(Hydroxymethyl)-8-oxo-7-[[2-(4-pyridinylthio)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt,Deacetylcephapirin sodium salt,Desacetylcephapirin sodium,Cefapirin-desacetyl sodium IUPAC Name: sodium;(6R,7R)-3-(hydroxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate SMILES: [Na+].OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CSc3ccncc3)C2=O)C(=O)[O-]

CAS 104557-24-6
Molecular Weight (g/mol) 403.41
SMILES [Na+].OCC1=C(N2[C@H](SC1)[C@H](NC(=O)CSc3ccncc3)C2=O)C(=O)[O-]
Synonym 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-, monosodium salt, (6R-trans)- (9CI),(6R,7R)-3-(Hydroxymethyl)-8-oxo-7-[[2-(4-pyridinylthio)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt,Deacetylcephapirin sodium salt,Desacetylcephapirin sodium,Cefapirin-desacetyl sodium
IUPAC Name sodium;(6R,7R)-3-(hydroxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Molecular Formula C15 H14 N3 O5 S2 . Na
4

Cephalosporin C Zinc Salt, TRC

CAS: 59143-60-1 Molecular Formula: C16 H19 N3 O8 S Zn Molecular Weight (g/mol): 478.81 Synonym: (6R,7R)-3-[(Acetyloxy)methyl]-7-[[(5R)-5-amino-5-carboxy-1-oxopentyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Zinc Salt,, [6R-[6α,7β(R*)]]-3-[(Acetyloxy)methyl]-7-[(5-amino-5-carboxy-1-oxopentyl)amino]-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Zinc Salt IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid SMILES: CC(=O)OCC1=C2N3[C@H](SC1)[C@H](NC(=O)CCC[C@@H](N)C(=O)O[Zn]OC2=O)C3=O

CAS 59143-60-1
Molecular Weight (g/mol) 478.81
SMILES CC(=O)OCC1=C2N3[C@H](SC1)[C@H](NC(=O)CCC[C@@H](N)C(=O)O[Zn]OC2=O)C3=O
Synonym (6R,7R)-3-[(Acetyloxy)methyl]-7-[[(5R)-5-amino-5-carboxy-1-oxopentyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Zinc Salt,, [6R-[6α,7β(R*)]]-3-[(Acetyloxy)methyl]-7-[(5-amino-5-carboxy-1-oxopentyl)amino]-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Zinc Salt
IUPAC Name (6R,7R)-3-(acetyloxymethyl)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Formula C16 H19 N3 O8 S Zn
5

Brucine sulfate hydrate, 98% (dry wt.), water <13%

CAS: 652154-10-4 Molecular Formula: C46H54N4O12S Molecular Weight (g/mol): 887.01 MDL Number: MFCD00013472 InChI Key: HCMSIGALSOEZRW-MDQLRNFDSA-N Synonym: brucine sulfate salt PubChem CID: 118797651 IUPAC Name: 10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;sulfuric acid;hydrate SMILES: OS(O)(=O)=O.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1

PubChem CID 118797651
CAS 652154-10-4
Molecular Weight (g/mol) 887.01
MDL Number MFCD00013472
SMILES OS(O)(=O)=O.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1
Synonym brucine sulfate salt
IUPAC Name 10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;sulfuric acid;hydrate
InChI Key HCMSIGALSOEZRW-MDQLRNFDSA-N
Molecular Formula C46H54N4O12S
6

Brucine sulfate hydrate, 98+%, Thermo Scientific™

CAS: 652154-10-4 Molecular Formula: C46H54N4O12S Molecular Weight (g/mol): 887.01 MDL Number: MFCD00013472 InChI Key: HCMSIGALSOEZRW-MDQLRNFDSA-N Synonym: brucine sulfate salt PubChem CID: 118797651 IUPAC Name: 10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;sulfuric acid;hydrate SMILES: OS(O)(=O)=O.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1

PubChem CID 118797651
CAS 652154-10-4
Molecular Weight (g/mol) 887.01
MDL Number MFCD00013472
SMILES OS(O)(=O)=O.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1.[H][C@]12C[C@@]3([H])C4=CCO[C@@]5([H])CC(=O)N6C([C@@]35[H])[C@]1(CCN2C4)C1=C6C=C(OC)C(OC)=C1
Synonym brucine sulfate salt
IUPAC Name 10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one;sulfuric acid;hydrate
InChI Key HCMSIGALSOEZRW-MDQLRNFDSA-N
Molecular Formula C46H54N4O12S