Methyl 3-amino-4-methylbenzoate

HCID 337778
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Basic information

CAS
18595-18-1
Standard SMILES
COC(=O)c1ccc(C)c(N)c1
InChIKey
YEPWCJHMSVABPQ-UHFFFAOYSA-N
Molecular formula
C9H11NO2
Average molar mass
165.19 g/mol
Monoisotopic mass
165.07897859

Overview

Methyl 3-amino-4-methylbenzoate is a benzoate ester.

Names & identifiers

Preferred name
Methyl 3-amino-4-methylbenzoate
IUPAC
methyl 3-amino-4-methylbenzoate
English name
Methyl 3-amino-4-methylbenzoate
Molecular formula
C9H11NO2
Molecular weight
165.19

Names & synonyms

Methyl 3-amino-4-methylbenzoate18595-18-1Benzoic acid, 3-amino-4-methyl-, methyl ester3-Amino-4-methylbenzoic Acid Methyl EsterCUK1YN8P3CUNII-CUK1YN8P3CYEPWCJHMSVABPQ-UHFFFAOYSA-EC 606-067-8NSC 356832NSC-356832DTXSID90320269NILOTINIB HYDROCHLORIDE MONOHYDRATE IMPURITY B [EP IMPURITY]
Show more names
NILOTINIB RELATED COMPOUND BAKOS BB-30923-Amino-p-toluicCompound Fr13901Methyl 3-amino-4-metNilotinib Impurity 25LABOTEST-BB LT00848257Nilotinib EP Impurity B3-Amino-4-Methylbenzoate
NILOTINIB HYDROCHLORIDE MONOHYDRATE IMPURITY B (EP IMPURITY)RefChem:157443DTXCID80271392606-067-8InChI=1/C9H11NO2/c1-6-3-4-7(5-8(6)10)9(11)12-2/h3-5H,10H2,1-2H3Methyl 3-Amino-4-Methyl-BenzoateMFCD00025206Methyl 3-amino-p-toluate

Database identifiers

CAS
18595-18-1
PubChem CID
337778
DTXSID
DTXSID90320269
ChEBI
CHEBI:194906
UNII
CUK1YN8P3C
EC Number
606-067-8
Nikkaji
J82.779G

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
52.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
12

Physicochemical properties

Melting point
113 · 113-117 °C(lit.)
Boiling point
296.3 · 296.3±20.0 °C(Predicted)
Density
1.132 · 1.132±0.06 g/cm3(Predicted)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
Chloroform (Slightly), Methanol (Slightly)
pka
3.31 · 3.31±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 28-03-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/7542
Hazard Classes and CategoriesSkin Irrit. 2 (95.7%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29224999
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

DescriptionMethyl 3-amino-4-methylbenzoate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

UsesMethyl 3-Amino-4-methylbenzoate is used as a reagent in the synthesis of perfluoroalkylated indoles which are very useful in drug development. It was also used in the preparation of 4-(pyrimidin-2-ylamino) benzamide derivatives which are designed as inhibitors of hedgehog signalling pathway (target of cancer treatment).

Preparation methods · 1 item

PreparationSynthesis of Methyl 3-amino-4-methylbenzoate: Nitro ester Methyl 4-methyl-3-nitrobenzoate (80 g, 0.410 mol) was subjected to hydrogenation in a Parr shaker in MeOH using Raney Ni as the catalyst (5 g, 20 mol %) at 50 psi for 8 hours. The catalyst was filtered off, washed thoroughly with MeOH and the combined filtrates concentrated under reduced pressure to furnish a yellow solid (65.0 g). Yield : 96% Mp : 114-5°C (lit.14 Mp 116°C)

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
上海泰锐尔生物科技有限公司021-54822871 13817743194

Additional notes

DefinitionChEBI: Methyl 3-amino-4-methylbenzoate is a benzoate ester.

Related reactions

58 records
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Compound notes

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