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Methyl 3-aminocrotonate

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Methyl 3-aminocrotonate Basic information

Product Name:
Methyl 3-aminocrotonate
Synonyms:
  • METHYL-BETA-AMINOCROTONATE
  • METHYL 4-AMINOCROTONATE
  • METHYL 3-AMINOCROTONATE
  • METHYL 3-AMINO-2-BUTENOATE
  • AMINOCROTONIC ACID METHYL ESTER
  • 3-AMINOCROTONATE METHYL ESTER
  • 3-AMINOCROTONIC ACID METHYL ESTER
  • 3-AMINO-2-BUTENOIC ACID METHYL ESTER
CAS:
14205-39-1
MF:
C5H9NO2
MW:
115.13
EINECS:
238-056-5
Product Categories:
  • Aliphatics
  • Amines
  • API intermediates
  • 14205-39-1
Mol File:
14205-39-1.mol
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Methyl 3-aminocrotonate Chemical Properties

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
form 
Crystalline Powder
pka
5.27±0.70(Predicted)
color 
White to slightly yellow
PH
8-9 (18g/l, H2O, 20℃)
Water Solubility 
insoluble
Sensitive 
Hygroscopic
BRN 
956592
InChIKey
XKORCTIIRYKLLG-ONEGZZNKSA-N
LogP
-0.27 at 25℃
CAS DataBase Reference
14205-39-1(CAS DataBase Reference)
EPA Substance Registry System
2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
37/39-26-24/25
WGK Germany 
3
RTECS 
EM9092500
TSCA 
Yes
HS Code 
29224995

MSDS

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Methyl 3-aminocrotonate Usage And Synthesis

Chemical Properties

Crystals, yellowish-white

Uses

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

Uses

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

Uses

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

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

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