Methyl 2-acetamidoacrylate

HCID 98644CAS 35356-70-8
Substructure searchFind similar structures

Basic information

Standard SMILES
C=C(NC(C)=O)C(=O)OC
InChIKey
SMWNFFKPVLVOQQ-UHFFFAOYSA-N
Molecular formula
C6H9NO3
Average molar mass
143.14 g/mol
Monoisotopic mass
143.05824315

Overview

modifies amino & sulfhydryl groups in amino acids & proteins; structure

Names & identifiers

Preferred name
Methyl 2-acetamidoacrylate
IUPAC
methyl 2-acetamidoprop-2-enoate
English name
Methyl 2-acetamidoacrylate
Molecular formula
C6H9NO3
Molecular weight
143.14

Names & synonyms

Methyl 2-acetamidoacrylate35356-70-8N-Acetyldehydroalanine methyl ester2-Propenoic acid, 2-(acetylamino)-, methyl esterGT3ARJ50FGNSC-156878DTXSID70188849RefChem:162701methyl-2-acetamidoacrylateDTXCID80111340methyl 2-acetamidoprop-2-enoate2-Acetamidoacrylic Acid Methyl Ester
Show more names
ac-dl-dha-ome2-Acetamidomethyl acrylateMethyl 2-acetamidoacrylate 98%Methyl 2-Acetamidoacrylate >Methyl 2-acetamidoacrylate-99%Methyl 2-(acetylamino)propenoate
MFCD00013394Methyl 2-(acetylamino)acrylate2-acetylaminoacrylic acid methyl esterMETHYL2-ACETAMIDOACRYLATENSC 1568782-AcetamidomethacrylateUNII-GT3ARJ50FGmethyl 2-acetaminoacrylate

Database identifiers

CAS
35356-70-8
PubChem CID
98644
DTXSID
DTXSID70188849
ChEMBL
CHEMBL4868054
UNII
GT3ARJ50FG
EC Number
609-121-9
Nikkaji
J308.269E

Properties

Computed structural properties

XLogP
0.1
Topological polar surface area
55.4 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
10

Physicochemical properties

Melting point
50 · 50-52 °C (lit.)
Boiling point
104 °C/8 · 104 °C/8 mmHg (lit.)
Density
1.3075 · 1.3075 (rough estimate)
refractive index
1.434 · 1.4340 (estimate)
Flash point
230 °F · >230 °F
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29241990
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

UsesMethyl 2-acetamidoacrylate exhibits anti-inflammatory property and decreases induced acute kidney injury in mice.

General DescriptionConjugated addition of secondary amines, imidazole and pyrazole to methyl 2 methyl 2-acetamidoacrylate in the presence of a catalyst results in the formation of β-Dialkylamino-α-alanine and β-(N-heteroaryl)-α-alanine derivatives. Methyl-2-acetamidoacrylate (M2AA) is an anti-inflammatory agent. The catalytic reaction of methyl 2-acetamidoacrylate with Grignard′s reagents affords α-amino esters. M2AA can form thermosensitive copolymers with methyl acrylate.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

Related reactions

56 records
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Linked notes

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