N-Methylanthranilic acid

HCID 67069

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Basic information

CAS: 119-68-6
Standard SMILES: CNc1ccccc1C(=O)O
InChIKey: WVMBPWMAQDVZCM-UHFFFAOYSA-N
Molecular formula: C8H9NO2
Average molar mass: 151.16 g/mol
Monoisotopic mass: 151.06332853

Overview

N-methylanthranilic acid is an aromatic amino acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is substituted by a methyl group. It has a role as a plant metabolite. It is functionally related to an anthranilic acid. It is a conjugate acid of a N-methylanthranilate.

Names & identifiers

Preferred name: N-Methylanthranilic acid
IUPAC: 2-(methylamino)benzoic acid
English name: N-METHYLANTHRANILIC ACID
Molecular formula: C8H9NO2
Molecular weight: 151.16

Names & synonyms

2-(Methylamino)benzoic acidN-Methylanthranilic acidBenzoic acid, 2-(methylamino)-N-Methyl-2-aminobenzoic acidN-Methyl-o-aminobenzoic acido-(Methylamino)benzoic acidAnthranilic acid, N-methyl-Kyselina N-methylanthranilovaMFCD00002424Kyselina 2-methylaminobenzoovaAI3-05924SpecPlus_000945

Show more names

NSC 3782AKOS 219-09AKOS BBS-00006460TIMTEC-BB SBB006591n-methyl-anthranilicaciO-METHYLAMINOBENZOIC ACID2-(methylamino)-benzoicaciN-MethylanthranilicAcid>

N-methyl-anthranilic acidSpectrum2_001916Spectrum4_001637MethylanthranilsA currencyureOprea1_531375VPB2514IUJBSPBio_002365KBioGR_002073

Database identifiers

CAS: 119-68-6
PubChem CID: 67069
DTXSID: DTXSID6059491
ChEMBL: CHEMBL1528955
ChEBI: CHEBI:16394
UNII: VPB2514IUJ
Nikkaji: J5.315E

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 147

Experimental & physicochemical properties

SpringerMaterials PropertiesCrystal structure

Solubility0.2 mg/mL at 20 °C

Melting Point178 - 179 °C

Physical DescriptionSolid

Collision Cross Section125.9 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 170 · 170-172 °C (dec.)(lit.)
Boiling point: 273.17 °C · 273.17°C (rough estimate)
Density: 1.244 · 1.244
refractive index: 1.581 · 1.5810 (estimate)
storage temp.: 30 °C · Store below +30°C.
solubility: 0.2 g/l · 0.20g/l
pka: 5.34 · 5.34(at 25℃)
form: powder to crystal
color: White to Light yellow
Water Solubility: 0.2 g/L · 0.2g/L(20 ºC)
BRN: 2208135 · 2208135
InChI: 1S/C8H9NO2/c1-9-7-5-3-2-4-6(7)8(10)11/h2-5,9H,1H3,(H,10,11)
InChIKey: WVMBPWMAQDVZCM-UHFFFAOYSA-N
SMILES: N(C)c1c(cccc1)C(=O)O
CAS DataBase Reference: 119 · 119-68-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 2514 IUJ · VPB2514IUJ
EPA Substance Registry System: 2 · Benzoic acid, 2-(methylamino)- (119-68-6)
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
target organs: Respiratory system
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
RTECS: 3300000 · CB3300000
TSCA: TSCA listed
HS Code: 29224985 · 29224985
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

wgk: 3
tsca: TSCA listed
rtecs: CB3300000
hs_code: 29224985
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Upstream & downstream products

Downstream products

4-HYDROXY-1-METHYL-2-QUINOLONE

Suppliers79 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

苏州道澜生物医药科技有限公司15952404857 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

杭州品高化工有限公司0571-87658025 · [email protected]

Additional notes

DefinitionChEBI: An aromatic amino acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is substituted by a methyl group.