Identification | More | [Name]
Methyl 3-aminocrotonate | [CAS]
14205-39-1 | [Synonyms]
3-AMINO-2-BUTENOIC ACID METHYL ESTER 3-AMINOCROTONATE METHYL ESTER 3-AMINOCROTONIC ACID METHYL ESTER AMINOCROTONIC ACID METHYL ESTER METHYL 3-AMINO-2-BUTENOATE METHYL 3-AMINOCROTONATE METHYL 4-AMINOCROTONATE METHYL-BETA-AMINOCROTONATE 3-amino-2-butenoicacimethylester 3-amino-crotonicacimethylester beta-aminocrotonicacidmethylester methyl3-aminocrotonoate methyl 3-amino-trans-but-2-enoate 2-Butenoic acid, 3-amino-, methyl ester Methyl β-aminobutenate beta-Iminomethylbutyrate Methyl 3-iminobutyrate Crotonic acid, 3-amino-, methyl ester (1-Aminoethylidene)acetic acid methyl 3-Amino-2-butenoic acid methyl | [EINECS(EC#)]
238-056-5 | [Molecular Formula]
C5H9NO2 | [MDL Number]
MFCD06659463 | [Molecular Weight]
115.13 | [MOL File]
14205-39-1.mol |
Chemical Properties | Back Directory | [Appearance]
Crystals, yellowish-white | [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 | [pka]
5.27±0.70(Predicted) | [color ]
White to slightly yellow | [PH]
8-9 (18g/l, H2O, 20℃) | [Water Solubility ]
insoluble | [Sensitive ]
Hygroscopic | [Usage]
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 | [BRN ]
956592 | [InChIKey]
XKORCTIIRYKLLG-ONEGZZNKSA-N | [LogP]
-0.27 at 25℃ | [CAS DataBase Reference]
14205-39-1(CAS DataBase Reference) | [EPA Substance Registry System]
14205-39-1(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
EM9092500
| [TSCA ]
Yes | [HS Code ]
29224995 |
Raw materials And Preparation Products | Back Directory | [Preparation Products]
Manidipine-->Amlodipine-->Nitrendipine-->Felodipine-->Benidipine-->Isradipine-->Nisoldipine-->Cilnidipine-->Phthaloyl amlodipine-->Lercanidipine hydrochloride-->2(1H)-PYRIDINONE, 4-HYDROXY-3,6-DIMETHYL--->Methyl 6-chloro-2-Methylnicotinate-->4-(2,3-Dichlorophenyl)-2,6-diMethyl-1,4-dihydropyridine-3,5-dicarboxylic acid-->Felodipine 3,5-DiMethyl Ester-->3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, methyl 3-(3-oxo-1,2-benzisothiazol-2(3H)-yl)propyl ester, S,S-dioxide |
Hazard Information | Back Directory | [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]
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]
Notclassified | [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. |
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