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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

7-Aminodesacetoxycephalosporanic Acid, British Pharmacopoeia (BP) Reference Standard, MilliporeSigma™ Supelco™

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets, has been developed and issued under the Authority of the issuing Pharmacopoeia.

2

7-Aminocephalosporanic acid, 95-102%

CAS: 957-68-6 Molecular Formula: C10H12N2O5S Molecular Weight (g/mol): 272.27 MDL Number: MFCD00005177 InChI Key: HSHGZXNAXBPPDL-HZGVNTEJSA-N Synonym: 7-aminocephalosporanic acid,7-aca,7-aminocephalosporinic acid,7beta-aminocephalosporanic acid,7-acs,unii-9xi67897rg,7r-7-aminocephalosporanic acid,7r-7-aminocephalosporanate,cephalosporanic acid, 7-amino,6r,7r-3-acetoxymethyl-7-amino-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid PubChem CID: 441328 ChEBI: CHEBI:2255 IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-7-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)N)SC1)C(=O)O

PubChem CID 441328
CAS 957-68-6
Molecular Weight (g/mol) 272.27
ChEBI CHEBI:2255
MDL Number MFCD00005177
SMILES CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Synonym 7-aminocephalosporanic acid,7-aca,7-aminocephalosporinic acid,7beta-aminocephalosporanic acid,7-acs,unii-9xi67897rg,7r-7-aminocephalosporanic acid,7r-7-aminocephalosporanate,cephalosporanic acid, 7-amino,6r,7r-3-acetoxymethyl-7-amino-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid
IUPAC Name (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChI Key HSHGZXNAXBPPDL-HZGVNTEJSA-N
Molecular Formula C10H12N2O5S
3

7-Aminocephalosporanic Acid 97.0+%, TCI America™
SDP

CAS: 957-68-6 Molecular Formula: C10H12N2O5S Molecular Weight (g/mol): 272.275 MDL Number: MFCD00005177 InChI Key: HSHGZXNAXBPPDL-HZGVNTEJSA-N Synonym: 7-aminocephalosporanic acid,7-aca,7-aminocephalosporinic acid,7beta-aminocephalosporanic acid,7-acs,unii-9xi67897rg,7r-7-aminocephalosporanic acid,7r-7-aminocephalosporanate,cephalosporanic acid, 7-amino,6r,7r-3-acetoxymethyl-7-amino-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid PubChem CID: 441328 ChEBI: CHEBI:2255 IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-7-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)N)SC1)C(=O)O

PubChem CID 441328
CAS 957-68-6
Molecular Weight (g/mol) 272.275
ChEBI CHEBI:2255
MDL Number MFCD00005177
SMILES CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Synonym 7-aminocephalosporanic acid,7-aca,7-aminocephalosporinic acid,7beta-aminocephalosporanic acid,7-acs,unii-9xi67897rg,7r-7-aminocephalosporanic acid,7r-7-aminocephalosporanate,cephalosporanic acid, 7-amino,6r,7r-3-acetoxymethyl-7-amino-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid
IUPAC Name (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChI Key HSHGZXNAXBPPDL-HZGVNTEJSA-N
Molecular Formula C10H12N2O5S
4

7-Aminodesacetoxycephalosporanic Acid 98.0+%, TCI America™
SDP

CAS: 22252-43-3 Molecular Formula: C8H10N2O3S Molecular Weight (g/mol): 214.239 MDL Number: MFCD00151456 InChI Key: NVIAYEIXYQCDAN-CLZZGJSISA-N Synonym: 7-aminodesacetoxycephalosporanic acid,6r,7r-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid,7-aminodeacetoxycephalosporanic acid,7-adca,unii-anm3msm8tn,anm3msm8tn,7beta-amino-3-methyl-3-cephem-4-carboxylic acid,7beta-amino-3-methylceph-3-em-4-carboxylic acid,7-amino desacetoxy cephalosporanic acid,7beta-aminodeacetoxycephalosporanic acid PubChem CID: 33498 ChEBI: CHEBI:64984 IUPAC Name: (6R,7R)-7-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)N)SC1)C(=O)O

PubChem CID 33498
CAS 22252-43-3
Molecular Weight (g/mol) 214.239
ChEBI CHEBI:64984
MDL Number MFCD00151456
SMILES CC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Synonym 7-aminodesacetoxycephalosporanic acid,6r,7r-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo 4.2.0 oct-2-ene-2-carboxylic acid,7-aminodeacetoxycephalosporanic acid,7-adca,unii-anm3msm8tn,anm3msm8tn,7beta-amino-3-methyl-3-cephem-4-carboxylic acid,7beta-amino-3-methylceph-3-em-4-carboxylic acid,7-amino desacetoxy cephalosporanic acid,7beta-aminodeacetoxycephalosporanic acid
IUPAC Name (6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChI Key NVIAYEIXYQCDAN-CLZZGJSISA-N
Molecular Formula C8H10N2O3S
5
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Sigma Aldrich 2-Chloro-6-methylbenzoic acid

MilliporeSigma Sigma Organics products encompass a wide range of quality reagents, solvents, catalysts, and building blocks for organic synthesis. From benchtop discovery to process development and scale-up, Sigma Organics solutions are built to meet the needs of synthetic chemists.

ENCOMPASS
CAS 21327-86-6
6

Sulbactam, 98%

CAS: 68373-14-8 Molecular Formula: C8H11NO5S Molecular Weight (g/mol): 233.24 MDL Number: MFCD00867005 InChI Key: FKENQMMABCRJMK-RITPCOANSA-N Synonym: sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403 PubChem CID: 130313 ChEBI: CHEBI:9321 IUPAC Name: (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid SMILES: CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O

PubChem CID 130313
CAS 68373-14-8
Molecular Weight (g/mol) 233.24
ChEBI CHEBI:9321
MDL Number MFCD00867005
SMILES CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O
Synonym sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403
IUPAC Name (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChI Key FKENQMMABCRJMK-RITPCOANSA-N
Molecular Formula C8H11NO5S
7

Sulbactam 98.0+%, TCI America™
SDP

CAS: 68373-14-8 Molecular Formula: C8H11NO5S Molecular Weight (g/mol): 233.24 MDL Number: MFCD00867005 InChI Key: FKENQMMABCRJMK-RITPCOANSA-N Synonym: sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403 PubChem CID: 130313 ChEBI: CHEBI:9321 IUPAC Name: (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid SMILES: CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O

PubChem CID 130313
CAS 68373-14-8
Molecular Weight (g/mol) 233.24
ChEBI CHEBI:9321
MDL Number MFCD00867005
SMILES CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O
Synonym sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403
IUPAC Name (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChI Key FKENQMMABCRJMK-RITPCOANSA-N
Molecular Formula C8H11NO5S
8

Thermo Scientific Chemicals Sulbactam

CAS: 68373-14-8 Molecular Formula: C8H11NO5S Molecular Weight (g/mol): 233.24 InChI Key: FKENQMMABCRJMK-RITPCOANSA-N Synonym: sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403 PubChem CID: 130313 ChEBI: CHEBI:9321 IUPAC Name: (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid SMILES: CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O

PubChem CID 130313
CAS 68373-14-8
Molecular Weight (g/mol) 233.24
ChEBI CHEBI:9321
SMILES CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O
Synonym sulbactam,sulbactam acid,penicillanic acid sulfone,sulbactamum,betamaze,2s,5r-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide,penicillanic acid 1,1-dioxide,unii-s4tf6i2330,penicillanic acid dioxide,chembl403
IUPAC Name (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChI Key FKENQMMABCRJMK-RITPCOANSA-N
Molecular Formula C8H11NO5S
9

Aztreonam 98.0+%, TCI America™
SDP

CAS: 78110-38-0 Molecular Formula: C13H17N5O8S2 Molecular Weight (g/mol): 435.426 MDL Number: MFCD00072145 InChI Key: WZPBZJONDBGPKJ-PSGLRMFWSA-N Synonym: trans-2-1-2-aminothiazol-4-yl-2-2-methyl-4-oxo-1-sulphoazetidin-3-yl amino-2-oxoethylidene amino oxy-2-methylpropionic acid,2-1-2-amino-4-thiazolyl-2-2r-2alpha-methyl-4-oxo-1-sulfo-3beta-azetidinyl amino-2-oxoethylidene amino oxy-2-methylpropanoic acid PubChem CID: 56842327 IUPAC Name: 2-[(E)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2R,3R)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid SMILES: CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N

PubChem CID 56842327
CAS 78110-38-0
Molecular Weight (g/mol) 435.426
MDL Number MFCD00072145
SMILES CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
Synonym trans-2-1-2-aminothiazol-4-yl-2-2-methyl-4-oxo-1-sulphoazetidin-3-yl amino-2-oxoethylidene amino oxy-2-methylpropionic acid,2-1-2-amino-4-thiazolyl-2-2r-2alpha-methyl-4-oxo-1-sulfo-3beta-azetidinyl amino-2-oxoethylidene amino oxy-2-methylpropanoic acid
IUPAC Name 2-[(E)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2R,3R)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid
InChI Key WZPBZJONDBGPKJ-PSGLRMFWSA-N
Molecular Formula C13H17N5O8S2
10

Aztreonam MP Biomedicals

CAS: 78110-38-0 Molecular Formula: C13H17N5O8S2 Molecular Weight (g/mol): 435.426 InChI Key: WZPBZJONDBGPKJ-PSGLRMFWSA-N Synonym: trans-2-1-2-aminothiazol-4-yl-2-2-methyl-4-oxo-1-sulphoazetidin-3-yl amino-2-oxoethylidene amino oxy-2-methylpropionic acid,2-1-2-amino-4-thiazolyl-2-2r-2alpha-methyl-4-oxo-1-sulfo-3beta-azetidinyl amino-2-oxoethylidene amino oxy-2-methylpropanoic acid PubChem CID: 56842327 IUPAC Name: 2-[(E)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2R,3R)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid SMILES: CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N

PubChem CID 56842327
CAS 78110-38-0
Molecular Weight (g/mol) 435.426
SMILES CC1C(C(=O)N1S(=O)(=O)O)NC(=O)C(=NOC(C)(C)C(=O)O)C2=CSC(=N2)N
Synonym trans-2-1-2-aminothiazol-4-yl-2-2-methyl-4-oxo-1-sulphoazetidin-3-yl amino-2-oxoethylidene amino oxy-2-methylpropionic acid,2-1-2-amino-4-thiazolyl-2-2r-2alpha-methyl-4-oxo-1-sulfo-3beta-azetidinyl amino-2-oxoethylidene amino oxy-2-methylpropanoic acid
IUPAC Name 2-[(E)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2R,3R)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxy-2-methylpropanoic acid
InChI Key WZPBZJONDBGPKJ-PSGLRMFWSA-N
Molecular Formula C13H17N5O8S2
11

Tazobactam, 94%

CAS: 89786-04-9 Molecular Formula: C10H12N4O5S Molecular Weight (g/mol): 300.29 MDL Number: MFCD00917472 MFCD00867002 InChI Key: LPQZKKCYTLCDGQ-WEDXCCLWSA-N Synonym: tazobactam,tazobactam acid,tazobactamum,zosyn,unii-se10g96m8w,ytr-830h,ytr 830h,chembl404,ytr830h,2s,3s,5r-3-methyl-7-oxo-3-1h-1,2,3-triazol-1-ylmethyl-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide PubChem CID: 123630 ChEBI: CHEBI:9421 IUPAC Name: (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid SMILES: C[C@]1(CN2C=CN=N2)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O

PubChem CID 123630
CAS 89786-04-9
Molecular Weight (g/mol) 300.29
ChEBI CHEBI:9421
MDL Number MFCD00917472 MFCD00867002
SMILES C[C@]1(CN2C=CN=N2)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O
Synonym tazobactam,tazobactam acid,tazobactamum,zosyn,unii-se10g96m8w,ytr-830h,ytr 830h,chembl404,ytr830h,2s,3s,5r-3-methyl-7-oxo-3-1h-1,2,3-triazol-1-ylmethyl-4-thia-1-azabicyclo 3.2.0 heptane-2-carboxylic acid 4,4-dioxide
IUPAC Name (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChI Key LPQZKKCYTLCDGQ-WEDXCCLWSA-N
Molecular Formula C10H12N4O5S
12

eMolecules​ Thalidomide-Acid | 1061605-21-7 | | 1g

Broadpharm | Thalidomide-Acid | 1g | 550804650 | BP-24447 | 98.000 | 1061605-21-7 | | 332.268 | C15H12N2O7

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ENCOMPASS_PREFERRED
13

eMolecules​ Broadpharm / D-acid-PEG4-Thalidomide-5-(PEG4-acid) / 100mg / 779524498 / BP-29724 / 98.000 / / [null] / 770.782 / C35H50N2O17

Broadpharm / D-acid-PEG4-Thalidomide-5-(PEG4-acid) / 100mg / 779524498 / BP-29724 / 98.000 / / [null] / 770.782 / C35H50N2O17

ENCOMPASS_PREFERRED
14

Sigma Aldrich Fine Chemicals Biosciences 7-Aminodesacetoxycephalosporanic acid | 22252-43-3 | MFCD09750368 | 1G

7-Aminodesacetoxycephalosporanic acid | Mol Wt: 214.24 | 22252-43-3 | MFCD09750368 | 1G

ENCOMPASS
15

Sigma Aldrich Fine Chemicals Biosciences 7-Aminodesacetoxycephalosporanic acid | 22252-43-3 | MFCD09750368 | 5G

7-Aminodesacetoxycephalosporanic acid | Mol Wt: 214.24 | 22252-43-3 | MFCD09750368 | 5G

ENCOMPASS