ChemicalBook > CAS DataBase List > Methyl 3-aminocrotonate

Methyl 3-aminocrotonate

Product Name
Methyl 3-aminocrotonate
CAS No.
14205-39-1
Chemical Name
Methyl 3-aminocrotonate
Synonyms
Methyl (Z)-3-Aminobut-2-enoate;3-Aminocrotonate;(Z)-Methyl 3-aMinobut-2-enoate;methyl (E)-3-aminobut-2-enoate;3-Amino-but-2-enoic acid methyl ester;PALO-012;Nifedipine-4;Methyl 3-aminocroton;Nifedipine Impurity 5;Methyl 3-aminocrotote
CBNumber
CB2222855
Molecular Formula
C5H9NO2
Formula Weight
115.13
MOL File
14205-39-1.mol
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Methyl 3-aminocrotonate Property

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

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
129712
Product name
Methyl 3-aminocrotonate
Purity
97%
Packaging
100g
Price
$54.6
Updated
2024/03/01
Sigma-Aldrich
Product number
129712
Product name
Methyl 3-aminocrotonate
Purity
97%
Packaging
500g
Price
$54.8
Updated
2024/03/01
TCI Chemical
Product number
A1001
Product name
Methyl 3-Aminocrotonate
Purity
>98.0%(T)
Packaging
25g
Price
$16
Updated
2024/03/01
TCI Chemical
Product number
A1001
Product name
Methyl 3-Aminocrotonate
Purity
>98.0%(T)
Packaging
500g
Price
$90
Updated
2024/03/01
Alfa Aesar
Product number
B24953
Product name
Methyl 3-aminocrotonate, 97%
Packaging
500g
Price
$95.3
Updated
2024/03/01
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Methyl 3-aminocrotonate Chemical Properties,Usage,Production

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.

Application

Methyl 3-aminocrotonate reacts with benzene to form the corresponding E-2-phenyliodonio tosylate in good yield. This new alkenyl iodonium salt upon reaction with various nucleophiles offers an easy access to substituted enamine derivatives of crotonic acid. The reaction can be also extended to N-substituted crotonates[1].

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

References

[1] IOANNIS PAPOUTSIS; Anastasios V ?; Spyros Spyroudis ?. Reactivity of a new alkenyl phenyliodonium tosylate derived from methyl 3-aminocrotonate[J]. Tetrahedron, 1998. DOI:10.1016/S0040-4020(97)10354-4.

Methyl 3-aminocrotonate Preparation Products And Raw materials

Raw materials

Preparation Products

Benidipine Cilnidipine Isradipine Nitrendipine Felodipine Manidipine Nisoldipine Amlodipine
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Methyl 3-aminocrotonate Suppliers

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View Lastest Price from Methyl 3-aminocrotonate manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Methyl 3-aminocrotonate 14205-39-1
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-27
HUBEI VITORCOME PHARMACEUTICAL CO.,LTD
Product
Methyl 3-aminocrotonate 14205-39-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2 ton
Release date
2024-09-05
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Methyl 3-aminocrotonate 14205-39-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-04-15

14205-39-1, Methyl 3-aminocrotonateRelated Search:

FATTY ACID METHYL ESTER MIX C8-C22 4-Morpholineethanesulfonic acid METSULFURON METHYL Methyl 2-(methylamino)benzoate Methyl carbamate METHYL 4-(4-AMINOPHENYL)BUTANOATE Methyl salicylate Methyl anthranilate Methyl acetate Thiophanate-methyl Pirimiphos-methyl Tribenuron methyl Crotonic acid Methyl cinnamate Kresoxim-methyl trans-Methyl crotonate Methyl 4-aminobenzoate Methyl 4-bromocrotonate

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