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Anilides

Organic compounds that are acyl derivatives of aniline; acyl groups contain a double-bonded oxygen atom and an alkyl group. These compounds are also known as phenylamides.
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1 – 15 of 89 results
1

2'-Aminoacetanilide, 98%

CAS: 34801-09-7 Molecular Formula: C8H10N2O Molecular Weight (g/mol): 150.18 MDL Number: MFCD00210388 InChI Key: MPXAYYWSDIKNTP-UHFFFAOYSA-N Synonym: n-2-aminophenyl acetamide,2'-aminoacetanilide,o-aminoacetanilide,acetamide, n-2-aminophenyl,unii-lb34xrq95v,lb34xrq95v,acetamide, n-2-aminophenyl-9ci,n-acetyl-2-aminoaniline,n-acetyl-o-phenylenediamine,2-aminoactanilide PubChem CID: 11149 IUPAC Name: N-(2-aminophenyl)acetamide SMILES: CC(=O)NC1=CC=CC=C1N

PubChem CID 11149
CAS 34801-09-7
Molecular Weight (g/mol) 150.18
MDL Number MFCD00210388
SMILES CC(=O)NC1=CC=CC=C1N
Synonym n-2-aminophenyl acetamide,2'-aminoacetanilide,o-aminoacetanilide,acetamide, n-2-aminophenyl,unii-lb34xrq95v,lb34xrq95v,acetamide, n-2-aminophenyl-9ci,n-acetyl-2-aminoaniline,n-acetyl-o-phenylenediamine,2-aminoactanilide
IUPAC Name N-(2-aminophenyl)acetamide
InChI Key MPXAYYWSDIKNTP-UHFFFAOYSA-N
Molecular Formula C8H10N2O
2

AM 580

CAS: 102121-60-8 Molecular Formula: C22H25NO3 Molecular Weight (g/mol): 351.45 MDL Number: MFCD00673916 InChI Key: SZWKGOZKRMMLAJ-UHFFFAOYSA-N Synonym: unii-vz5s5g9zfz,4-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl carbonyl amino benzoic acid,vz5s5g9zfz,chembl69367,4-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxamido benzoic acid,benzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl aminobenzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carboxamido benzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino benzoic acid,benzoic acid, 4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino PubChem CID: 2126 ChEBI: CHEBI:64210 IUPAC Name: 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-carbonyl)amino]benzoic acid SMILES: CC1(C)CCC(C)(C)C2=CC(=CC=C12)C(=O)NC1=CC=C(C=C1)C(O)=O

PubChem CID 2126
CAS 102121-60-8
Molecular Weight (g/mol) 351.45
ChEBI CHEBI:64210
MDL Number MFCD00673916
SMILES CC1(C)CCC(C)(C)C2=CC(=CC=C12)C(=O)NC1=CC=C(C=C1)C(O)=O
Synonym unii-vz5s5g9zfz,4-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl carbonyl amino benzoic acid,vz5s5g9zfz,chembl69367,4-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxamido benzoic acid,benzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl aminobenzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carboxamido benzoic acid,4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino benzoic acid,benzoic acid, 4-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl carbonyl amino
IUPAC Name 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-carbonyl)amino]benzoic acid
InChI Key SZWKGOZKRMMLAJ-UHFFFAOYSA-N
Molecular Formula C22H25NO3
3

Linomide

CAS: 84088-42-6 Molecular Formula: C18H16N2O3 Molecular Weight (g/mol): 308.337 MDL Number: MFCD00866331 InChI Key: SGOOQMRIPALTEL-UHFFFAOYSA-N Synonym: linomide,roquinimex,roquinimexum latin,roquinimex usan:inn,ccris 7673,fcf 89,fcf-89,n-phenyl-n-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide,1,2-dihydro-4-hydroxy-n,1-dimethyl-2-oxo-3-quinolinecarboxanilide,4-hydroxy-n,1-dimethyl-2-oxo-n-phenyl-1,2-dihydroquinoline-3-carboxamide PubChem CID: 54676478 IUPAC Name: 4-hydroxy-N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide SMILES: CN1C2=CC=CC=C2C(=C(C1=O)C(=O)N(C)C3=CC=CC=C3)O

PubChem CID 54676478
CAS 84088-42-6
Molecular Weight (g/mol) 308.337
MDL Number MFCD00866331
SMILES CN1C2=CC=CC=C2C(=C(C1=O)C(=O)N(C)C3=CC=CC=C3)O
Synonym linomide,roquinimex,roquinimexum latin,roquinimex usan:inn,ccris 7673,fcf 89,fcf-89,n-phenyl-n-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide,1,2-dihydro-4-hydroxy-n,1-dimethyl-2-oxo-3-quinolinecarboxanilide,4-hydroxy-n,1-dimethyl-2-oxo-n-phenyl-1,2-dihydroquinoline-3-carboxamide
IUPAC Name 4-hydroxy-N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide
InChI Key SGOOQMRIPALTEL-UHFFFAOYSA-N
Molecular Formula C18H16N2O3
4

N-Acetylsulfanilyl chloride, 99%

CAS: 121-60-8 Molecular Formula: C8H8ClNO3S Molecular Weight (g/mol): 233.67 MDL Number: MFCD00007442 InChI Key: GRDXCFKBQWDAJH-UHFFFAOYSA-N Synonym: n-acetylsulfanilyl chloride,4-acetamidobenzene-1-sulfonyl chloride,dagenan chloride,4-acetylamino benzenesulfonyl chloride,4-acetamidophenylsulfonyl chloride,benzenesulfonyl chloride, 4-acetylamino,acetylsulfanilyl chloride,p-acetamidobenzenesulfonyl chloride,n-acetylsulphanilyl chloride,p-acetaminobenzenesulfonyl chloride PubChem CID: 8481 IUPAC Name: 4-acetamidobenzenesulfonyl chloride SMILES: CC(=O)NC1=CC=C(C=C1)S(Cl)(=O)=O

PubChem CID 8481
CAS 121-60-8
Molecular Weight (g/mol) 233.67
MDL Number MFCD00007442
SMILES CC(=O)NC1=CC=C(C=C1)S(Cl)(=O)=O
Synonym n-acetylsulfanilyl chloride,4-acetamidobenzene-1-sulfonyl chloride,dagenan chloride,4-acetylamino benzenesulfonyl chloride,4-acetamidophenylsulfonyl chloride,benzenesulfonyl chloride, 4-acetylamino,acetylsulfanilyl chloride,p-acetamidobenzenesulfonyl chloride,n-acetylsulphanilyl chloride,p-acetaminobenzenesulfonyl chloride
IUPAC Name 4-acetamidobenzenesulfonyl chloride
InChI Key GRDXCFKBQWDAJH-UHFFFAOYSA-N
Molecular Formula C8H8ClNO3S
5

3-Acetamidobenzeneboronic acid, 98%

CAS: 78887-39-5 Molecular Formula: C8H10BNO3 Molecular Weight (g/mol): 178.982 MDL Number: MFCD00236013 InChI Key: IBTSWKLSEOGJGJ-UHFFFAOYSA-N Synonym: 3-acetylaminophenylboronic acid,3-acetamidophenyl boronic acid,3-acetamidobenzeneboronic acid,3-acetylaminophenyl boronic acid,m-acetamidophenylboronic acid,boronic acid, 3-acetylamino phenyl,n-3-dihydroxyboranyl phenyl acetamide,3-acetylamino phenylboronic acid PubChem CID: 157274 IUPAC Name: (3-acetamidophenyl)boronic acid SMILES: B(C1=CC(=CC=C1)NC(=O)C)(O)O

PubChem CID 157274
CAS 78887-39-5
Molecular Weight (g/mol) 178.982
MDL Number MFCD00236013
SMILES B(C1=CC(=CC=C1)NC(=O)C)(O)O
Synonym 3-acetylaminophenylboronic acid,3-acetamidophenyl boronic acid,3-acetamidobenzeneboronic acid,3-acetylaminophenyl boronic acid,m-acetamidophenylboronic acid,boronic acid, 3-acetylamino phenyl,n-3-dihydroxyboranyl phenyl acetamide,3-acetylamino phenylboronic acid
IUPAC Name (3-acetamidophenyl)boronic acid
InChI Key IBTSWKLSEOGJGJ-UHFFFAOYSA-N
Molecular Formula C8H10BNO3
6

4-Acetophenetidide, 97%

CAS: 62-44-2 Molecular Formula: C10H13NO2 Molecular Weight (g/mol): 179.22 MDL Number: MFCD00009094 InChI Key: CPJSUEIXXCENMM-UHFFFAOYSA-N Synonym: phenacetin,acetophenetidin,n-4-ethoxyphenyl acetamide,acetphenetidin,acetophenetidine,acetophenetin,phenacetine,p-acetophenetidide,contradouleur,achrocidin PubChem CID: 4754 ChEBI: CHEBI:8050 IUPAC Name: N-(4-ethoxyphenyl)acetamide SMILES: CCOC1=CC=C(C=C1)NC(=O)C

PubChem CID 4754
CAS 62-44-2
Molecular Weight (g/mol) 179.22
ChEBI CHEBI:8050
MDL Number MFCD00009094
SMILES CCOC1=CC=C(C=C1)NC(=O)C
Synonym phenacetin,acetophenetidin,n-4-ethoxyphenyl acetamide,acetphenetidin,acetophenetidine,acetophenetin,phenacetine,p-acetophenetidide,contradouleur,achrocidin
IUPAC Name N-(4-ethoxyphenyl)acetamide
InChI Key CPJSUEIXXCENMM-UHFFFAOYSA-N
Molecular Formula C10H13NO2
7

4'-Nitroacetanilide, 98%

CAS: 104-04-1 Molecular Formula: C8H8N2O3 Molecular Weight (g/mol): 180.163 MDL Number: MFCD00007303 InChI Key: NQRLPDFELNCFHW-UHFFFAOYSA-N Synonym: 4'-nitroacetanilide,n-4-nitrophenyl acetamide,4-nitroacetanilide,p-nitroacetanilide,acetamide, n-4-nitrophenyl,n-acetyl-4-nitroaniline,p-acetamidonitrobenzene,acetanilide, p-nitro,p-nitrophenylacetanilide,n-acetyl-p-nitroaniline PubChem CID: 7691 IUPAC Name: N-(4-nitrophenyl)acetamide SMILES: CC(=O)NC1=CC=C(C=C1)[N+](=O)[O-]

PubChem CID 7691
CAS 104-04-1
Molecular Weight (g/mol) 180.163
MDL Number MFCD00007303
SMILES CC(=O)NC1=CC=C(C=C1)[N+](=O)[O-]
Synonym 4'-nitroacetanilide,n-4-nitrophenyl acetamide,4-nitroacetanilide,p-nitroacetanilide,acetamide, n-4-nitrophenyl,n-acetyl-4-nitroaniline,p-acetamidonitrobenzene,acetanilide, p-nitro,p-nitrophenylacetanilide,n-acetyl-p-nitroaniline
IUPAC Name N-(4-nitrophenyl)acetamide
InChI Key NQRLPDFELNCFHW-UHFFFAOYSA-N
Molecular Formula C8H8N2O3
8

4'-Methylacetanilide, 98+%

CAS: 103-89-9 Molecular Formula: C9H11NO Molecular Weight (g/mol): 149.193 MDL Number: MFCD00008677 InChI Key: YICAMJWHIUMFDI-UHFFFAOYSA-N Synonym: 4'-methylacetanilide,p-acetotoluidide,n-4-methylphenyl acetamide,4-methylacetanilide,n-acetyl-p-toluidine,p-acetotoluide,acetyl-p-toluidine,p-acetotoluidine,acetamide, n-4-methylphenyl,4-acetotoluide PubChem CID: 7684 IUPAC Name: N-(4-methylphenyl)acetamide SMILES: CC1=CC=C(C=C1)NC(=O)C

PubChem CID 7684
CAS 103-89-9
Molecular Weight (g/mol) 149.193
MDL Number MFCD00008677
SMILES CC1=CC=C(C=C1)NC(=O)C
Synonym 4'-methylacetanilide,p-acetotoluidide,n-4-methylphenyl acetamide,4-methylacetanilide,n-acetyl-p-toluidine,p-acetotoluide,acetyl-p-toluidine,p-acetotoluidine,acetamide, n-4-methylphenyl,4-acetotoluide
IUPAC Name N-(4-methylphenyl)acetamide
InChI Key YICAMJWHIUMFDI-UHFFFAOYSA-N
Molecular Formula C9H11NO
9

4'-Ethoxyacetanilide, 97%, Thermo Scientific Chemicals

CAS: 62-44-2 Molecular Formula: C10H13NO2 Molecular Weight (g/mol): 179.219 MDL Number: MFCD00009094 InChI Key: CPJSUEIXXCENMM-UHFFFAOYSA-N Synonym: phenacetin,acetophenetidin,n-4-ethoxyphenyl acetamide,acetphenetidin,acetophenetidine,acetophenetin,phenacetine,p-acetophenetidide,contradouleur,achrocidin PubChem CID: 4754 ChEBI: CHEBI:8050 IUPAC Name: N-(4-ethoxyphenyl)acetamide SMILES: CCOC1=CC=C(C=C1)NC(=O)C

PubChem CID 4754
CAS 62-44-2
Molecular Weight (g/mol) 179.219
ChEBI CHEBI:8050
MDL Number MFCD00009094
SMILES CCOC1=CC=C(C=C1)NC(=O)C
Synonym phenacetin,acetophenetidin,n-4-ethoxyphenyl acetamide,acetphenetidin,acetophenetidine,acetophenetin,phenacetine,p-acetophenetidide,contradouleur,achrocidin
IUPAC Name N-(4-ethoxyphenyl)acetamide
InChI Key CPJSUEIXXCENMM-UHFFFAOYSA-N
Molecular Formula C10H13NO2
10

3-Acetamidophenol, 98%

CAS: 621-42-1 Molecular Formula: C8H9NO2 Molecular Weight (g/mol): 151.165 MDL Number: MFCD00002263 InChI Key: QLNWXBAGRTUKKI-UHFFFAOYSA-N Synonym: 3-acetamidophenol,n-3-hydroxyphenyl acetamide,metacetamol,3'-hydroxyacetanilide,m-acetamidophenol,3-hydroxyacetanilide,n-acetyl-m-aminophenol,m-hydroxyacetanilide,3-acetylamino phenol,metalid PubChem CID: 12124 ChEBI: CHEBI:76987 IUPAC Name: N-(3-hydroxyphenyl)acetamide SMILES: CC(=O)NC1=CC(=CC=C1)O

PubChem CID 12124
CAS 621-42-1
Molecular Weight (g/mol) 151.165
ChEBI CHEBI:76987
MDL Number MFCD00002263
SMILES CC(=O)NC1=CC(=CC=C1)O
Synonym 3-acetamidophenol,n-3-hydroxyphenyl acetamide,metacetamol,3'-hydroxyacetanilide,m-acetamidophenol,3-hydroxyacetanilide,n-acetyl-m-aminophenol,m-hydroxyacetanilide,3-acetylamino phenol,metalid
IUPAC Name N-(3-hydroxyphenyl)acetamide
InChI Key QLNWXBAGRTUKKI-UHFFFAOYSA-N
Molecular Formula C8H9NO2
11

4'-(Trifluoromethyl)acetanilide, 98+%

CAS: 349-97-3 Molecular Formula: C9H8F3NO Molecular Weight (g/mol): 203.164 MDL Number: MFCD00013562 InChI Key: DFDHFECLWHHELH-UHFFFAOYSA-N Synonym: 4-trifluoromethyl acetanilide,n-4-trifluoromethyl phenyl acetamide,4'-trifluoromethyl acetanilide,4-trifluoromethylacetanilide,p-acetaminobenzotrifluoride,p-acetamidobenzotrifluoride,p-trifluoromethylacetanilide,p-acetylaminobenzotrifluoride,p-trifluoromethyl acetanilide PubChem CID: 67685 IUPAC Name: N-[4-(trifluoromethyl)phenyl]acetamide SMILES: CC(=O)NC1=CC=C(C=C1)C(F)(F)F

PubChem CID 67685
CAS 349-97-3
Molecular Weight (g/mol) 203.164
MDL Number MFCD00013562
SMILES CC(=O)NC1=CC=C(C=C1)C(F)(F)F
Synonym 4-trifluoromethyl acetanilide,n-4-trifluoromethyl phenyl acetamide,4'-trifluoromethyl acetanilide,4-trifluoromethylacetanilide,p-acetaminobenzotrifluoride,p-acetamidobenzotrifluoride,p-trifluoromethylacetanilide,p-acetylaminobenzotrifluoride,p-trifluoromethyl acetanilide
IUPAC Name N-[4-(trifluoromethyl)phenyl]acetamide
InChI Key DFDHFECLWHHELH-UHFFFAOYSA-N
Molecular Formula C9H8F3NO
12

2',6'-Dimethylacetanilide, 97%

CAS: 2198-53-0 Molecular Formula: C10H13NO Molecular Weight (g/mol): 163.22 MDL Number: MFCD00008675 InChI Key: NRPTXWYBRKRZES-UHFFFAOYSA-N Synonym: n-2,6-dimethylphenyl acetamide,2',6'-dimethylacetanilide,2,6-dimethylacetanilide,2',6'-acetoxylidide,acetamide, n-2,6-dimethylphenyl,n-acetyl-2,6-xylidine,n-acetyl-2,6-dimethylaniline,acetanilide, 2',6'-dimethyl,unii-68gzi4j9fm,68gzi4j9fm PubChem CID: 16616 IUPAC Name: N-(2,6-dimethylphenyl)acetamide SMILES: CC1=C(C(=CC=C1)C)NC(=O)C

PubChem CID 16616
CAS 2198-53-0
Molecular Weight (g/mol) 163.22
MDL Number MFCD00008675
SMILES CC1=C(C(=CC=C1)C)NC(=O)C
Synonym n-2,6-dimethylphenyl acetamide,2',6'-dimethylacetanilide,2,6-dimethylacetanilide,2',6'-acetoxylidide,acetamide, n-2,6-dimethylphenyl,n-acetyl-2,6-xylidine,n-acetyl-2,6-dimethylaniline,acetanilide, 2',6'-dimethyl,unii-68gzi4j9fm,68gzi4j9fm
IUPAC Name N-(2,6-dimethylphenyl)acetamide
InChI Key NRPTXWYBRKRZES-UHFFFAOYSA-N
Molecular Formula C10H13NO
13

4-Acetamidobenzeneboronic acid, 96%

CAS: 101251-09-6 Molecular Formula: C8H10BNO3 Molecular Weight (g/mol): 178.98 MDL Number: MFCD02179451 InChI Key: VYEWTHXZHHATTA-UHFFFAOYSA-N Synonym: 4-acetylaminophenylboronic acid,4-acetamidophenyl boronic acid,p-acetamidophenylboronic acid,4-acetamidobenzeneboronic acid,4-acetamidophenyl-boronic acid,4-acetaminophenyl boronic acid,4-acetylaminophenyl boronic acid,4-acetylamino phenylboronic acid,boronic acid, 4-acetylamino phenyl PubChem CID: 2734657 IUPAC Name: (4-acetamidophenyl)boronic acid SMILES: CC(=O)NC1=CC=C(C=C1)B(O)O

PubChem CID 2734657
CAS 101251-09-6
Molecular Weight (g/mol) 178.98
MDL Number MFCD02179451
SMILES CC(=O)NC1=CC=C(C=C1)B(O)O
Synonym 4-acetylaminophenylboronic acid,4-acetamidophenyl boronic acid,p-acetamidophenylboronic acid,4-acetamidobenzeneboronic acid,4-acetamidophenyl-boronic acid,4-acetaminophenyl boronic acid,4-acetylaminophenyl boronic acid,4-acetylamino phenylboronic acid,boronic acid, 4-acetylamino phenyl
IUPAC Name (4-acetamidophenyl)boronic acid
InChI Key VYEWTHXZHHATTA-UHFFFAOYSA-N
Molecular Formula C8H10BNO3
14

4-Acetamidobenzaldehyde, 98%

CAS: 122-85-0 Molecular Formula: C9H9NO2 Molecular Weight (g/mol): 163.176 MDL Number: MFCD00003380 InChI Key: SKLUWKYNZNXSLX-UHFFFAOYSA-N Synonym: 4-acetamidobenzaldehyde,n-4-formylphenyl acetamide,4-acetylaminobenzaldehyde,p-formylacetanilide,acetamide, n-4-formylphenyl,micotiazone,4-formylacetanilide,4'-formylacetanilide,p-acetamidobenzaldehyde,p-acetaminobenzaldehyde PubChem CID: 73942 IUPAC Name: N-(4-formylphenyl)acetamide SMILES: CC(=O)NC1=CC=C(C=C1)C=O

PubChem CID 73942
CAS 122-85-0
Molecular Weight (g/mol) 163.176
MDL Number MFCD00003380
SMILES CC(=O)NC1=CC=C(C=C1)C=O
Synonym 4-acetamidobenzaldehyde,n-4-formylphenyl acetamide,4-acetylaminobenzaldehyde,p-formylacetanilide,acetamide, n-4-formylphenyl,micotiazone,4-formylacetanilide,4'-formylacetanilide,p-acetamidobenzaldehyde,p-acetaminobenzaldehyde
IUPAC Name N-(4-formylphenyl)acetamide
InChI Key SKLUWKYNZNXSLX-UHFFFAOYSA-N
Molecular Formula C9H9NO2
15

3'-Nitroacetanilide, 98+%

CAS: 122-28-1 Molecular Formula: C8H8N2O3 Molecular Weight (g/mol): 180.163 MDL Number: MFCD00017015 InChI Key: KFTYNYHJHKCRKU-UHFFFAOYSA-N Synonym: n-3-nitrophenyl acetamide,3'-nitroacetanilide,m-nitroacetanilide,3-nitroacetanilide,acetamide, n-3-nitrophenyl,n-acetyl-m-nitroaniline,3-nitro-n-acetylaniline,acetanilide, 3'-nitro,unii-qgh8s22nbp,qgh8s22nbp PubChem CID: 31206 IUPAC Name: N-(3-nitrophenyl)acetamide SMILES: CC(=O)NC1=CC(=CC=C1)[N+](=O)[O-]

PubChem CID 31206
CAS 122-28-1
Molecular Weight (g/mol) 180.163
MDL Number MFCD00017015
SMILES CC(=O)NC1=CC(=CC=C1)[N+](=O)[O-]
Synonym n-3-nitrophenyl acetamide,3'-nitroacetanilide,m-nitroacetanilide,3-nitroacetanilide,acetamide, n-3-nitrophenyl,n-acetyl-m-nitroaniline,3-nitro-n-acetylaniline,acetanilide, 3'-nitro,unii-qgh8s22nbp,qgh8s22nbp
IUPAC Name N-(3-nitrophenyl)acetamide
InChI Key KFTYNYHJHKCRKU-UHFFFAOYSA-N
Molecular Formula C8H8N2O3