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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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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
17
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N-Acetylcaprolactam, 99%

CAS: 1888-91-1 Molecular Formula: C8H13NO2 Molecular Weight (g/mol): 155.20 MDL Number: MFCD00003262 InChI Key: QISSLHPKTCLLDL-UHFFFAOYSA-N Synonym: n-acetylcaprolactam,acetylcaprolactam,n-acetyl-6-caprolactam,2h-azepin-2-one, 1-acetylhexahydro,acetylkaprolaktam,n-acetylhexanelactam,acetylkaprolaktam czech,1-acetylhexahydro-2h-azepin-2-one,n-acetyl-epsilon-caprolactam,n-acetyl-.epsilon.-caprolactam PubChem CID: 15904 IUPAC Name: 1-acetylazepan-2-one SMILES: CC(=O)N1CCCCCC1=O

PubChem CID 15904
CAS 1888-91-1
Molecular Weight (g/mol) 155.20
MDL Number MFCD00003262
SMILES CC(=O)N1CCCCCC1=O
Synonym n-acetylcaprolactam,acetylcaprolactam,n-acetyl-6-caprolactam,2h-azepin-2-one, 1-acetylhexahydro,acetylkaprolaktam,n-acetylhexanelactam,acetylkaprolaktam czech,1-acetylhexahydro-2h-azepin-2-one,n-acetyl-epsilon-caprolactam,n-acetyl-.epsilon.-caprolactam
IUPAC Name 1-acetylazepan-2-one
InChI Key QISSLHPKTCLLDL-UHFFFAOYSA-N
Molecular Formula C8H13NO2
18
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2,4-Piperidinedione, 97%

CAS: 50607-30-2 InChI Key: RDNZDMDLRIQQAX-UHFFFAOYSA-N PubChem CID: 10887863 IUPAC Name: piperidine-2,4-dione SMILES: C1CNC(=O)CC1=O

PubChem CID 10887863
CAS 50607-30-2
SMILES C1CNC(=O)CC1=O
IUPAC Name piperidine-2,4-dione
InChI Key RDNZDMDLRIQQAX-UHFFFAOYSA-N
19
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Brucine, Anhydrous, Spectrum™ Chemical
SDP

CAS: 357-57-3

CAS 357-57-3
20
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6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione, 98%

CAS: 194421-56-2 Molecular Formula: C7H9NO2 Molecular Weight (g/mol): 139.154 MDL Number: MFCD12923551 InChI Key: DRMNZTFLOOSXIN-UHFFFAOYSA-N PubChem CID: 10749252 IUPAC Name: 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione SMILES: CC1(C2C1C(=O)NC2=O)C

PubChem CID 10749252
CAS 194421-56-2
Molecular Weight (g/mol) 139.154
MDL Number MFCD12923551
SMILES CC1(C2C1C(=O)NC2=O)C
IUPAC Name 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
InChI Key DRMNZTFLOOSXIN-UHFFFAOYSA-N
Molecular Formula C7H9NO2
21
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Brucine dihydrate, 99%

CAS: 145428-94-0 Molecular Formula: C23H27N2O4 Molecular Weight (g/mol): 395.48 MDL Number: MFCD00005942 InChI Key: RRKTZKIUPZVBMF-IBTVXLQLSA-O Synonym: brucine dihydrate,10,11-dimethoxystrychnine,10,11-dimethoxystrychnine dihydrate PubChem CID: 69897601 IUPAC Name: (4aR,5aS,8aR,13aS,15aS,15bR)-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;dihydrate SMILES: COC1=CC2=C(C=C1OC)[C@@]13CC[NH+]4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@@H]34

PubChem CID 69897601
CAS 145428-94-0
Molecular Weight (g/mol) 395.48
MDL Number MFCD00005942
SMILES COC1=CC2=C(C=C1OC)[C@@]13CC[NH+]4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@@H]34
Synonym brucine dihydrate,10,11-dimethoxystrychnine,10,11-dimethoxystrychnine dihydrate
IUPAC Name (4aR,5aS,8aR,13aS,15aS,15bR)-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;dihydrate
InChI Key RRKTZKIUPZVBMF-IBTVXLQLSA-O
Molecular Formula C23H27N2O4
22
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N-Methylcaprolactam, 96%

CAS: 2556-73-2 Molecular Formula: C7H13NO Molecular Weight (g/mol): 127.187 MDL Number: MFCD00003263 InChI Key: ZWXPDGCFMMFNRW-UHFFFAOYSA-N Synonym: n-methylcaprolactam,1-methylcaprolactam,n-methyl-.epsilon.-caprolactam,2h-azepin-2-one, hexahydro-1-methyl,n-methyl-e-caprolactam,epsilon-caprolactam, n-methyl,2h-azepin-2-one, hexahydro-n-methyl,hexahydro-n-methyl-2h-azepin-2-one,n-methyl-epsilon-caprolactam,n-methyl caprolactam PubChem CID: 17369 IUPAC Name: 1-methylazepan-2-one SMILES: CN1CCCCCC1=O

PubChem CID 17369
CAS 2556-73-2
Molecular Weight (g/mol) 127.187
MDL Number MFCD00003263
SMILES CN1CCCCCC1=O
Synonym n-methylcaprolactam,1-methylcaprolactam,n-methyl-.epsilon.-caprolactam,2h-azepin-2-one, hexahydro-1-methyl,n-methyl-e-caprolactam,epsilon-caprolactam, n-methyl,2h-azepin-2-one, hexahydro-n-methyl,hexahydro-n-methyl-2h-azepin-2-one,n-methyl-epsilon-caprolactam,n-methyl caprolactam
IUPAC Name 1-methylazepan-2-one
InChI Key ZWXPDGCFMMFNRW-UHFFFAOYSA-N
Molecular Formula C7H13NO
23

Thalidomide, MP Biomedicals™

CAS: 50-35-1 Molecular Formula: C13H10N2O4 Molecular Weight (g/mol): 258.23 MDL Number: MFCD00153873 InChI Key: UEJJHQNACJXSKW-UHFFFAOYNA-N Synonym: thalidomide,thalomid,+/--thalidomide,sedoval,2-2,6-dioxopiperidin-3-yl isoindoline-1,3-dione,corronarobetin,psycholiquid,psychotablets,theophilcholine,algosediv PubChem CID: 5426 ChEBI: CHEBI:74947 IUPAC Name: 2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione SMILES: O=C1N(C2CCC(=O)NC2=O)C(=O)C2=CC=CC=C12

PubChem CID 5426
CAS 50-35-1
Molecular Weight (g/mol) 258.23
ChEBI CHEBI:74947
MDL Number MFCD00153873
SMILES O=C1N(C2CCC(=O)NC2=O)C(=O)C2=CC=CC=C12
Synonym thalidomide,thalomid,+/--thalidomide,sedoval,2-2,6-dioxopiperidin-3-yl isoindoline-1,3-dione,corronarobetin,psycholiquid,psychotablets,theophilcholine,algosediv
IUPAC Name 2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
InChI Key UEJJHQNACJXSKW-UHFFFAOYNA-N
Molecular Formula C13H10N2O4
24
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N-Vinyl-epsilon-caprolactam, 99%

CAS: 2235-00-9 Molecular Formula: C8H13NO Molecular Weight (g/mol): 139.198 MDL Number: MFCD00080693 InChI Key: JWYVGKFDLWWQJX-UHFFFAOYSA-N Synonym: n-vinylcaprolactam,1-vinylazepan-2-one,n-vinyl-epsilon-caprolactam,2h-azepin-2-one, 1-ethenylhexahydro,unii-kfc10cy9up,1-vinylhexahydro-2h-azepin-2-one,1-ethenylhexahydro-2h-azepin-2-one,kfc10cy9up,1-vinylazaperhydroepin-2-one,poly-n-vinylcaprolactam PubChem CID: 75227 IUPAC Name: 1-ethenylazepan-2-one SMILES: C=CN1CCCCCC1=O

PubChem CID 75227
CAS 2235-00-9
Molecular Weight (g/mol) 139.198
MDL Number MFCD00080693
SMILES C=CN1CCCCCC1=O
Synonym n-vinylcaprolactam,1-vinylazepan-2-one,n-vinyl-epsilon-caprolactam,2h-azepin-2-one, 1-ethenylhexahydro,unii-kfc10cy9up,1-vinylhexahydro-2h-azepin-2-one,1-ethenylhexahydro-2h-azepin-2-one,kfc10cy9up,1-vinylazaperhydroepin-2-one,poly-n-vinylcaprolactam
IUPAC Name 1-ethenylazepan-2-one
InChI Key JWYVGKFDLWWQJX-UHFFFAOYSA-N
Molecular Formula C8H13NO
25

Thalidomide

CAS: 50-35-1 Molecular Formula: C13H10N2O4 Molecular Weight (g/mol): 258.23 MDL Number: MFCD00153873 InChI Key: UEJJHQNACJXSKW-UHFFFAOYNA-N Synonym: thalidomide,thalomid,+/--thalidomide,sedoval,2-2,6-dioxopiperidin-3-yl isoindoline-1,3-dione,corronarobetin,psycholiquid,psychotablets,theophilcholine,algosediv PubChem CID: 5426 ChEBI: CHEBI:74947 IUPAC Name: 2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione SMILES: O=C1N(C2CCC(=O)NC2=O)C(=O)C2=CC=CC=C12

PubChem CID 5426
CAS 50-35-1
Molecular Weight (g/mol) 258.23
ChEBI CHEBI:74947
MDL Number MFCD00153873
SMILES O=C1N(C2CCC(=O)NC2=O)C(=O)C2=CC=CC=C12
Synonym thalidomide,thalomid,+/--thalidomide,sedoval,2-2,6-dioxopiperidin-3-yl isoindoline-1,3-dione,corronarobetin,psycholiquid,psychotablets,theophilcholine,algosediv
IUPAC Name 2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione
InChI Key UEJJHQNACJXSKW-UHFFFAOYNA-N
Molecular Formula C13H10N2O4
26

Aztreonam 98.0+%, TCI America™

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
27

7-Aminocephalosporanic Acid 97.0+%, TCI America™

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
28

3,3-Dimethylglutarimide 95.0+%, TCI America™

CAS: 1123-40-6 Molecular Formula: C7H11NO2 Molecular Weight (g/mol): 141.17 MDL Number: MFCD00006671 InChI Key: YUJCWMGBRDBPDL-UHFFFAOYSA-N Synonym: 3,3-dimethylglutarimide,2,6-piperidinedione, 4,4-dimethyl,glutarimide, 3,3-dimethyl,4,4-dimethyl-2,6-piperidinedione,beta,beta-dimethylglutarimide,3,3-dimethyl-glutarimide,.beta.,.beta.-dimethylglutarimide,4,6-piperidinedione,2, 4,4-dimethyl,glutarimide,3-dimethyl PubChem CID: 14292 IUPAC Name: 4,4-dimethylpiperidine-2,6-dione SMILES: CC1(CC(=O)NC(=O)C1)C

PubChem CID 14292
CAS 1123-40-6
Molecular Weight (g/mol) 141.17
MDL Number MFCD00006671
SMILES CC1(CC(=O)NC(=O)C1)C
Synonym 3,3-dimethylglutarimide,2,6-piperidinedione, 4,4-dimethyl,glutarimide, 3,3-dimethyl,4,4-dimethyl-2,6-piperidinedione,beta,beta-dimethylglutarimide,3,3-dimethyl-glutarimide,.beta.,.beta.-dimethylglutarimide,4,6-piperidinedione,2, 4,4-dimethyl,glutarimide,3-dimethyl
IUPAC Name 4,4-dimethylpiperidine-2,6-dione
InChI Key YUJCWMGBRDBPDL-UHFFFAOYSA-N
Molecular Formula C7H11NO2
29

Strychnine 98.0+%, TCI America™

CAS: 57-24-9 Molecular Formula: C21H22N2O2 Molecular Weight (g/mol): 334.42 MDL Number: MFCD00005941 InChI Key: QMGVPVSNSZLJIA-FVWCLLPLSA-N Synonym: strychnine,strychnidin-10-one,--strychnine,strychnin,3h strychnine,unii-h9y79vd43j,sanaseed,estricnina,strychinos,strychnos PubChem CID: 441071 ChEBI: CHEBI:28973 IUPAC Name: (1R,11S,18S,20R,21R,22S)-12-oxa-8,17-diazaheptacyclo[15.5.2.0¹,¹⁸.0²,⁷.0⁸,²².0¹¹,²¹.0¹⁵,²⁰]tetracosa-2,4,6,14-tetraen-9-one SMILES: O=C1C[C@@H]2OCC=C3CN4CC[C@@]56[C@@H]4C[C@@H]3[C@@H]2[C@@H]5N1C1=CC=CC=C61

PubChem CID 441071
CAS 57-24-9
Molecular Weight (g/mol) 334.42
ChEBI CHEBI:28973
MDL Number MFCD00005941
SMILES O=C1C[C@@H]2OCC=C3CN4CC[C@@]56[C@@H]4C[C@@H]3[C@@H]2[C@@H]5N1C1=CC=CC=C61
Synonym strychnine,strychnidin-10-one,--strychnine,strychnin,3h strychnine,unii-h9y79vd43j,sanaseed,estricnina,strychinos,strychnos
IUPAC Name (1R,11S,18S,20R,21R,22S)-12-oxa-8,17-diazaheptacyclo[15.5.2.0¹,¹⁸.0²,⁷.0⁸,²².0¹¹,²¹.0¹⁵,²⁰]tetracosa-2,4,6,14-tetraen-9-one
InChI Key QMGVPVSNSZLJIA-FVWCLLPLSA-N
Molecular Formula C21H22N2O2
30

7-Aminodesacetoxycephalosporanic Acid 98.0+%, TCI America™

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