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Carboximidic acids and derivatives

Organic compounds that consist of a carboxylic acid in which the carbonyl group is replaced with an imine group in the following structure: R-C(=NR')OH. Includes compounds that are derived from carboximidic acids.
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1

Sigma Aldrich 3-(Bromomethyl)benzoic 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 ENCOMPASS_PREFERRED
CAS 6515-58-8
2

Hydroxyurea, 98%

CAS: 127-07-1 Molecular Formula: CH4N2O2 Molecular Weight (g/mol): 76.055 MDL Number: MFCD00007943 InChI Key: VSNHCAURESNICA-UHFFFAOYSA-N Synonym: hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid PubChem CID: 3657 ChEBI: CHEBI:44423 IUPAC Name: hydroxyurea SMILES: C(=O)(N)NO

PubChem CID 3657
CAS 127-07-1
Molecular Weight (g/mol) 76.055
ChEBI CHEBI:44423
MDL Number MFCD00007943
SMILES C(=O)(N)NO
Synonym hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid
IUPAC Name hydroxyurea
InChI Key VSNHCAURESNICA-UHFFFAOYSA-N
Molecular Formula CH4N2O2
3

Ethyl carbamate, 98%

CAS: 51-79-6 Molecular Formula: C3H7NO2 Molecular Weight (g/mol): 89.094 MDL Number: MFCD00007966 InChI Key: JOYRKODLDBILNP-UHFFFAOYSA-N Synonym: urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin PubChem CID: 5641 ChEBI: CHEBI:17967 IUPAC Name: ethyl carbamate SMILES: CCOC(=O)N

PubChem CID 5641
CAS 51-79-6
Molecular Weight (g/mol) 89.094
ChEBI CHEBI:17967
MDL Number MFCD00007966
SMILES CCOC(=O)N
Synonym urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin
IUPAC Name ethyl carbamate
InChI Key JOYRKODLDBILNP-UHFFFAOYSA-N
Molecular Formula C3H7NO2
4

O-(7-Aza-1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate, 99%

CAS: 148893-10-1 Molecular Formula: C10H15F6N6OP Molecular Weight (g/mol): 380.24 MDL Number: MFCD00274639 InChI Key: JNWBBCNCSMBKNE-UHFFFAOYSA-N Synonym: hatu,2-7-aza-1h-benzotriazole-1-yl-1,1,3,3-tetramethyluronium hexafluorophosphate,o-7-azabenzotriazol-1-yl-n,n,n',n'-tetramethyluronium hexafluorophosphate,o-7-azabenzotriazol-1-yl-n,n,n,n-tetramethyl uronium hexafluorophosphate,2-3h-1,2,3 triazolo 4,5-b pyridin-3-yl-1,1,3,3-tetramethyluronium hexafluorophosphate v,dimethylamino triazolo 4,5-b pyridin-3-yloxy methylene-dimethyl-ammonium hexafluorophosphate,2-7-aza-1h-benzotriazole-1-yl-1,1,3,3-tetramethyl uronium hexafluorophosphate,2-3h-1,2,3 triazolo 4,5-b pyridin-3-yl-1,1,3,3-tetramethylisouronium hexafluorophosphate v,n-dimethylamino 3h-1,2,3 triazolo 4,5-b pyridin-3-yloxy methylene-n-methylmethanaminium hexafluorophosphate,n-dimethylamino-1h-1,2,3-triazolo-4,5-b pyridin-1-ylmethylene-n-methylmethanaminium hexafluorophosphate n-oxide PubChem CID: 9886157 IUPAC Name: [dimethylamino(triazolo[4,5-b]pyridin-3-yloxy)methylidene]-dimethylazanium;hexafluorophosphate SMILES: F[P-](F)(F)(F)(F)F.CN(C)C(ON1N=NC2=CC=CN=C12)=[N+](C)C

PubChem CID 9886157
CAS 148893-10-1
Molecular Weight (g/mol) 380.24
MDL Number MFCD00274639
SMILES F[P-](F)(F)(F)(F)F.CN(C)C(ON1N=NC2=CC=CN=C12)=[N+](C)C
Synonym hatu,2-7-aza-1h-benzotriazole-1-yl-1,1,3,3-tetramethyluronium hexafluorophosphate,o-7-azabenzotriazol-1-yl-n,n,n',n'-tetramethyluronium hexafluorophosphate,o-7-azabenzotriazol-1-yl-n,n,n,n-tetramethyl uronium hexafluorophosphate,2-3h-1,2,3 triazolo 4,5-b pyridin-3-yl-1,1,3,3-tetramethyluronium hexafluorophosphate v,dimethylamino triazolo 4,5-b pyridin-3-yloxy methylene-dimethyl-ammonium hexafluorophosphate,2-7-aza-1h-benzotriazole-1-yl-1,1,3,3-tetramethyl uronium hexafluorophosphate,2-3h-1,2,3 triazolo 4,5-b pyridin-3-yl-1,1,3,3-tetramethylisouronium hexafluorophosphate v,n-dimethylamino 3h-1,2,3 triazolo 4,5-b pyridin-3-yloxy methylene-n-methylmethanaminium hexafluorophosphate,n-dimethylamino-1h-1,2,3-triazolo-4,5-b pyridin-1-ylmethylene-n-methylmethanaminium hexafluorophosphate n-oxide
IUPAC Name [dimethylamino(triazolo[4,5-b]pyridin-3-yloxy)methylidene]-dimethylazanium;hexafluorophosphate
InChI Key JNWBBCNCSMBKNE-UHFFFAOYSA-N
Molecular Formula C10H15F6N6OP
5

Ethyl benzimidate hydrochloride, 97%

CAS: 5333-86-8 Molecular Formula: C9H12ClNO Molecular Weight (g/mol): 185.65 MDL Number: MFCD00043246 InChI Key: MODZVIMSNXSQIH-UHFFFAOYSA-N Synonym: ethyl benzimidate hydrochloride,benzenecarboximidic acid, ethyl ester, hydrochloride,ethyl benzenecarboximidate hydrochloride,benzimidic acid ethyl ester hcl,ethylbenzimidate hydrochloride,ethyl benzimidate hcl,ethyl benzylimidate hydrochloride,ethyl iminobenzoate hydrochloride,benzimido ethyl ether hydrochloride,benzimidoyl ethyl ether hydrochloride PubChem CID: 79249 IUPAC Name: ethyl benzenecarboximidate;hydrochloride SMILES: [H+].[Cl-].CCOC(=N)C1=CC=CC=C1

PubChem CID 79249
CAS 5333-86-8
Molecular Weight (g/mol) 185.65
MDL Number MFCD00043246
SMILES [H+].[Cl-].CCOC(=N)C1=CC=CC=C1
Synonym ethyl benzimidate hydrochloride,benzenecarboximidic acid, ethyl ester, hydrochloride,ethyl benzenecarboximidate hydrochloride,benzimidic acid ethyl ester hcl,ethylbenzimidate hydrochloride,ethyl benzimidate hcl,ethyl benzylimidate hydrochloride,ethyl iminobenzoate hydrochloride,benzimido ethyl ether hydrochloride,benzimidoyl ethyl ether hydrochloride
IUPAC Name ethyl benzenecarboximidate;hydrochloride
InChI Key MODZVIMSNXSQIH-UHFFFAOYSA-N
Molecular Formula C9H12ClNO
6

Urethane, 97%

CAS: 51-79-6 Molecular Formula: C3H7NO2 Molecular Weight (g/mol): 89.09 MDL Number: MFCD00007966 InChI Key: JOYRKODLDBILNP-UHFFFAOYSA-N Synonym: urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin PubChem CID: 5641 ChEBI: CHEBI:17967 IUPAC Name: ethyl carbamate SMILES: CCOC(=O)N

PubChem CID 5641
CAS 51-79-6
Molecular Weight (g/mol) 89.09
ChEBI CHEBI:17967
MDL Number MFCD00007966
SMILES CCOC(=O)N
Synonym urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin
IUPAC Name ethyl carbamate
InChI Key JOYRKODLDBILNP-UHFFFAOYSA-N
Molecular Formula C3H7NO2
7

Nocodazole, 98%

CAS: 31430-18-9 Molecular Formula: C14H11N3O3S Molecular Weight (g/mol): 301.32 MDL Number: MFCD00005588 InChI Key: KYRVNWMVYQXFEU-UHFFFAOYSA-N Synonym: nocodazole,oncodazole,nocodazol,nocodazolum,nocidazole,nocodazole usan:inn,nocodazol inn-spanish,nocodazolum inn-latin,unii-sh1wy3r615,methyl 5-2-thenoyl-2-benzimidazolecarbamate PubChem CID: 4122 ChEBI: CHEBI:34892 IUPAC Name: methyl N-[6-(thiophene-2-carbonyl)-1H-benzimidazol-2-yl]carbamate SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CS3

PubChem CID 4122
CAS 31430-18-9
Molecular Weight (g/mol) 301.32
ChEBI CHEBI:34892
MDL Number MFCD00005588
SMILES COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C3=CC=CS3
Synonym nocodazole,oncodazole,nocodazol,nocodazolum,nocidazole,nocodazole usan:inn,nocodazol inn-spanish,nocodazolum inn-latin,unii-sh1wy3r615,methyl 5-2-thenoyl-2-benzimidazolecarbamate
IUPAC Name methyl N-[6-(thiophene-2-carbonyl)-1H-benzimidazol-2-yl]carbamate
InChI Key KYRVNWMVYQXFEU-UHFFFAOYSA-N
Molecular Formula C14H11N3O3S
8

Ethyl N-phenylformimidate, 97%

CAS: 6780-49-0 Molecular Formula: C9H11NO Molecular Weight (g/mol): 149.19 MDL Number: MFCD00043655 InChI Key: DRDBNKYFCOLNQO-UHFFFAOYSA-N Synonym: ethyl n-phenylformimidate,ethyl isoformanilide,n-ethoxymethyleneaniline,methanimidic acid, n-phenyl-, ethyl ester,ethyl phenylimidoformate,n-ethoxymethylene aniline,ethyl n-phenylcarboximidate,ethylisoformanilide,e-ethyl n-phenylcarboximidate,ethyl iso-formanilide PubChem CID: 111236 IUPAC Name: ethyl N-phenylmethanimidate SMILES: CCOC=NC1=CC=CC=C1

PubChem CID 111236
CAS 6780-49-0
Molecular Weight (g/mol) 149.19
MDL Number MFCD00043655
SMILES CCOC=NC1=CC=CC=C1
Synonym ethyl n-phenylformimidate,ethyl isoformanilide,n-ethoxymethyleneaniline,methanimidic acid, n-phenyl-, ethyl ester,ethyl phenylimidoformate,n-ethoxymethylene aniline,ethyl n-phenylcarboximidate,ethylisoformanilide,e-ethyl n-phenylcarboximidate,ethyl iso-formanilide
IUPAC Name ethyl N-phenylmethanimidate
InChI Key DRDBNKYFCOLNQO-UHFFFAOYSA-N
Molecular Formula C9H11NO
9

Hydroxyurea, 98%

CAS: 127-07-1 Molecular Formula: CH4N2O2 Molecular Weight (g/mol): 76.04 MDL Number: MFCD00007943 InChI Key: VSNHCAURESNICA-UHFFFAOYSA-N Synonym: hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid PubChem CID: 3657 ChEBI: CHEBI:44423 IUPAC Name: hydroxyurea SMILES: C(=O)(N)NO

PubChem CID 3657
CAS 127-07-1
Molecular Weight (g/mol) 76.04
ChEBI CHEBI:44423
MDL Number MFCD00007943
SMILES C(=O)(N)NO
Synonym hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid
IUPAC Name hydroxyurea
InChI Key VSNHCAURESNICA-UHFFFAOYSA-N
Molecular Formula CH4N2O2
10

Hydroxyurea, (Crystalline),MP Biomedicals

CAS: 127-07-1 Molecular Formula: CH4N2O2 Molecular Weight (g/mol): 76.055 InChI Key: VSNHCAURESNICA-UHFFFAOYSA-N Synonym: hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid PubChem CID: 3657 ChEBI: CHEBI:44423 IUPAC Name: hydroxyurea SMILES: C(=O)(N)NO

PubChem CID 3657
CAS 127-07-1
Molecular Weight (g/mol) 76.055
ChEBI CHEBI:44423
SMILES C(=O)(N)NO
Synonym hydroxycarbamide,n-hydroxyurea,hydrea,1-hydroxyurea,oxyurea,carbamoyl oxime,biosupressin,hydroxycarbamine,onco-carbide,carbamohydroxamic acid
IUPAC Name hydroxyurea
InChI Key VSNHCAURESNICA-UHFFFAOYSA-N
Molecular Formula CH4N2O2
11

Oxfendazole 98.0+%, TCI America™

CAS: 53716-50-0 Molecular Formula: C15H13N3O3S Molecular Weight (g/mol): 315.347 MDL Number: MFCD00801063 InChI Key: BEZZFPOZAYTVHN-UHFFFAOYSA-N Synonym: Methyl [5-(Phenylsulfinyl)benzimidazol-2-yl]carbamate, [5-(Phenylsulfinyl)benzimidazol-2-yl]carbamic Acid Methyl Ester PubChem CID: 40854 ChEBI: CHEBI:35812 IUPAC Name: methyl N-[6-(benzenesulfinyl)-1H-benzimidazol-2-yl]carbamate SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)S(=O)C3=CC=CC=C3

PubChem CID 40854
CAS 53716-50-0
Molecular Weight (g/mol) 315.347
ChEBI CHEBI:35812
MDL Number MFCD00801063
SMILES COC(=O)NC1=NC2=C(N1)C=C(C=C2)S(=O)C3=CC=CC=C3
Synonym Methyl [5-(Phenylsulfinyl)benzimidazol-2-yl]carbamate, [5-(Phenylsulfinyl)benzimidazol-2-yl]carbamic Acid Methyl Ester
IUPAC Name methyl N-[6-(benzenesulfinyl)-1H-benzimidazol-2-yl]carbamate
InChI Key BEZZFPOZAYTVHN-UHFFFAOYSA-N
Molecular Formula C15H13N3O3S
12

Benzyl 2,2,2-Trifluoro-N-phenylacetimidate 98.0+%, TCI America™

CAS: 952057-61-3 Molecular Formula: C15H12F3NO Molecular Weight (g/mol): 279.262 InChI Key: KVGZVQNJUZHPJJ-UHFFFAOYSA-N Synonym: 2,2,2-Trifluoro-N-phenylacetimidic Acid Benzyl Ester PubChem CID: 23583338 IUPAC Name: benzyl 2,2,2-trifluoro-N-phenylethanimidate SMILES: C1=CC=C(C=C1)COC(=NC2=CC=CC=C2)C(F)(F)F

PubChem CID 23583338
CAS 952057-61-3
Molecular Weight (g/mol) 279.262
SMILES C1=CC=C(C=C1)COC(=NC2=CC=CC=C2)C(F)(F)F
Synonym 2,2,2-Trifluoro-N-phenylacetimidic Acid Benzyl Ester
IUPAC Name benzyl 2,2,2-trifluoro-N-phenylethanimidate
InChI Key KVGZVQNJUZHPJJ-UHFFFAOYSA-N
Molecular Formula C15H12F3NO
13

Ethyl Carbamate 98.0+%, TCI America™

CAS: 51-79-6 Molecular Formula: C3H7NO2 Molecular Weight (g/mol): 89.094 MDL Number: MFCD00007966 InChI Key: JOYRKODLDBILNP-UHFFFAOYSA-N Synonym: urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin PubChem CID: 5641 ChEBI: CHEBI:17967 IUPAC Name: ethyl carbamate SMILES: CCOC(=O)N

PubChem CID 5641
CAS 51-79-6
Molecular Weight (g/mol) 89.094
ChEBI CHEBI:17967
MDL Number MFCD00007966
SMILES CCOC(=O)N
Synonym urethane,urethan,ethylurethane,carbamic acid ethyl ester,ethyl urethane,carbamic acid, ethyl ester,ethylcarbamate,pracarbamine,leucethane,pracarbamin
IUPAC Name ethyl carbamate
InChI Key JOYRKODLDBILNP-UHFFFAOYSA-N
Molecular Formula C3H7NO2
14

Capecitabine, 99%

CAS: 154361-50-9 Molecular Formula: C15H22FN3O6 Molecular Weight (g/mol): 359.35 InChI Key: GAGWJHPBXLXJQN-UORFTKCHSA-N Synonym: capecitabine,xeloda,capiibine,capecitibine,caxeta,xabine,capecitabine usan,capecitabina,capecitabinum,capecitabin PubChem CID: 60953 ChEBI: CHEBI:31348 IUPAC Name: pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate SMILES: CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)O)O

PubChem CID 60953
CAS 154361-50-9
Molecular Weight (g/mol) 359.35
ChEBI CHEBI:31348
SMILES CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)O)O
Synonym capecitabine,xeloda,capiibine,capecitibine,caxeta,xabine,capecitabine usan,capecitabina,capecitabinum,capecitabin
IUPAC Name pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
InChI Key GAGWJHPBXLXJQN-UORFTKCHSA-N
Molecular Formula C15H22FN3O6
15

O-(6-Chloro-1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, 99+%

CAS: 330641-16-2 Molecular Formula: C11H15BClF4N5O Molecular Weight (g/mol): 355.53 MDL Number: MFCD04973270 InChI Key: GBGVQFJZGHBZMC-UHFFFAOYSA-N Synonym: tctu,o-6-chlorobenzotriazol-1-yl-n,n,n',n'-tetramethyluronium tetrafluoroborate,n,n,n',n'-tetramethyl-o-6-chloro-1h-benzotriazol-1-yl uronium tetrafluoroborate,o-6-chlorobenzotriazol-1-yl-n,n,n',n'-tetramethyluronium tetrafluoroborat e,6-chlorobenzotriazol-1-yl oxy-dimethylamino methylene-dimethyl-ammonium tetrafluoroborate,tctu; 1-bis-dimethylamino-methylene-5-chloro-3-oxy-1h-benzotriazol-1-ium tetrafluoroborate,6-chloro-1,2,3-benzotriazol-1-yl oxy dimethylamino methylidene dimethylazanium tetrafluoroborate,1h-benzotriazolium, 1-bis dimethylamino methylene-5-chloro-, 3-oxide tetrafluoroborate 1-1:1,acmc-1agto,ksc569q6h PubChem CID: 24898642 IUPAC Name: [(6-chlorobenzotriazol-1-yl)oxy-(dimethylamino)methylidene]-dimethylazanium;tetrafluoroborate SMILES: F[B-](F)(F)F.CN(C)C(ON1N=NC2=CC=C(Cl)C=C12)=[N+](C)C

PubChem CID 24898642
CAS 330641-16-2
Molecular Weight (g/mol) 355.53
MDL Number MFCD04973270
SMILES F[B-](F)(F)F.CN(C)C(ON1N=NC2=CC=C(Cl)C=C12)=[N+](C)C
Synonym tctu,o-6-chlorobenzotriazol-1-yl-n,n,n',n'-tetramethyluronium tetrafluoroborate,n,n,n',n'-tetramethyl-o-6-chloro-1h-benzotriazol-1-yl uronium tetrafluoroborate,o-6-chlorobenzotriazol-1-yl-n,n,n',n'-tetramethyluronium tetrafluoroborat e,6-chlorobenzotriazol-1-yl oxy-dimethylamino methylene-dimethyl-ammonium tetrafluoroborate,tctu; 1-bis-dimethylamino-methylene-5-chloro-3-oxy-1h-benzotriazol-1-ium tetrafluoroborate,6-chloro-1,2,3-benzotriazol-1-yl oxy dimethylamino methylidene dimethylazanium tetrafluoroborate,1h-benzotriazolium, 1-bis dimethylamino methylene-5-chloro-, 3-oxide tetrafluoroborate 1-1:1,acmc-1agto,ksc569q6h
IUPAC Name [(6-chlorobenzotriazol-1-yl)oxy-(dimethylamino)methylidene]-dimethylazanium;tetrafluoroborate
InChI Key GBGVQFJZGHBZMC-UHFFFAOYSA-N
Molecular Formula C11H15BClF4N5O