Methyl 3-aminocrotonate

Synonym(s):Methyl 3-amino-2-butenoate

CAS NO.：14205-39-1
Empirical Formula: C5H9NO2
Molecular Weight: 115.13
MDL number: MFCD00071534
EINECS: 238-056-5
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-24 18:13:46

What is Methyl 3-aminocrotonate?

Chemical properties

Crystals, yellowish-white

The Uses of Methyl 3-aminocrotonate

Methyl 3-aminocrotonate is used as intermediate for the syntheses of pharmaceuticals (e.g. 1,4-dihydropyridine derivatives) as well as for the manufacture of stabilizers and plastics. Product Data Sheet

The Uses of Methyl 3-aminocrotonate

Nitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.

The Uses of Methyl 3-aminocrotonate

Methyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.

Preparation

3-Aminocrotonate Esters, e.g., methyl 3- aminocrotonate [14205-39-1] (3-amino-2-butenoic acid, methyl ester) can be prepared by treatment of acetoacetates with aqueous ammonia. They are mainly used in the production of a series of the dihydropyridine-type calcium antagonists.

General Description

Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.

Flammability and Explosibility

Not classified

Properties of Methyl 3-aminocrotonate

Melting point:	81-83 °C(lit.)
Boiling point:	112°C 42mm
Density	1.1808 (rough estimate)
vapor pressure	2.79-2.853hPa at 25℃
refractive index	1.4538 (estimate)
Flash point:	91 °C
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	18g/l
pka	5.27±0.70(Predicted)
form	Crystalline Powder
color	White to slightly yellow
PH	8-9 (18g/l, H2O, 20℃)
Water Solubility	insoluble
Sensitive	Hygroscopic
BRN	956592
CAS DataBase Reference	14205-39-1(CAS DataBase Reference)
EPA Substance Registry System	2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)

Safety information for Methyl 3-aminocrotonate

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H317:Sensitisation, Skin H318:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water.