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Methyl 3-aminocrotonate

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Products Intro: Product Name:Methyl 3-aminocrotonate
CAS:14205-39-1
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CAS:14205-39-1
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CAS:14205-39-1
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Methyl 3-aminocrotonate manufacturers

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
Methyl 3-aminocrotonate Structure
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)
Fp 91 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility 18g/l
form Crystalline Powder
pka5.27±0.70(Predicted)
color White to slightly yellow
PH8-9 (18g/l, H2O, 20℃)
Water Solubility insoluble
Sensitive Hygroscopic
BRN 956592
InChIKeyXKORCTIIRYKLLG-ONEGZZNKSA-N
LogP-0.27 at 25℃
CAS DataBase Reference14205-39-1(CAS DataBase Reference)
EPA Substance Registry System2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)
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 Information
ProviderLanguage
Methyl 3-aminocrotonate English
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Methyl 3-aminocrotonate Usage And Synthesis
Chemical PropertiesCrystals, yellowish-white
UsesMethyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.
UsesMethyl 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
UsesNitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.
ApplicationMethyl 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].
Preparation3-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 DescriptionMethyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.
Flammability and ExplosibilityNot 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.
Tag:Methyl 3-aminocrotonate(14205-39-1) Related Product Information
FATTY ACID METHYL ESTER MIX C8-C22 4-Morpholineethanesulfonic acid METSULFURON METHYL trans-Methyl crotonate Methyl 2-(methylamino)benzoate Methyl carbamate METHYL 4-(4-AMINOPHENYL)BUTANOATE Methyl salicylate Methyl anthranilate Methyl acetate Pirimiphos-methyl Tribenuron methyl Crotonic acid Methyl cinnamate Kresoxim-methyl Methyl 4-aminobenzoate Thiophanate-methyl Methyl 4-bromocrotonate

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