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
More
Less

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)
More
Less

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
More
Less

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.

More
Less

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
More
Less

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
More
Less

Methyl 3-aminocrotonate Suppliers

Americas 1 Belgium 2 Canada 2 China 407 Europe 4 Germany 7 India 80 Italy 1 Japan 6 Slovakia 1 South Korea 2 Switzerland 6 United Kingdom 14 United States 55 Global 588
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Standardpharm Co. Ltd.
Tel
86-714-3992388
Email
overseasales1@yongstandards.com
Country
United States
ProdList
14332
Advantage
58
Cato Research Chemicals Inc.
Tel
020-81215950 4000-868-328
Email
customer@uwalab.com
Country
United States
ProdList
10404
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Monomer Polymer & Dajac Labs
Tel
--
Fax
--
Email
info@monomerpolymer.com
Country
United States
ProdList
1609
Advantage
58
Biofine International US Inc.
Tel
--
Fax
--
Country
United States
ProdList
48
Advantage
58
Exim-Indis, Inc. (part of Exim Corporation and Indis N.V.)
Tel
--
Fax
--
Email
info@exim-indis.com
Country
United States
ProdList
440
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Aozeal Certified Standards (AOCS), Inc.
Tel
--
Fax
--
Email
info@aozeal.com
Country
United States
ProdList
504
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
CALSAK CORPORATION
Tel
--
Fax
--
Email
calsak@calsak.com
Country
United States
ProdList
430
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Fine Chem Trading LTD
Tel
--
Fax
--
Email
chemfinder@chemfinder.co.uk
Country
United States
ProdList
1609
Advantage
64
Ring Specialty Chemicals Inc.
Tel
--
Fax
--
Email
info@ringchemicals.com
Country
United States
ProdList
888
Advantage
39
Cameo Healthcare India Pvt. Ltd
Tel
--
Fax
--
Email
sales@cameohealthcare.com
Country
United States
ProdList
29
Advantage
47
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
TimTec Corporation
Tel
--
Fax
--
Country
United States
ProdList
1945
Advantage
58
COREY ORGANICS LIMITED
Tel
--
Fax
--
Email
Info@coreyorganics.com
Country
United States
ProdList
126
Advantage
38
Ibis Chemie International
Tel
--
Fax
--
Email
pinakin@satyam.net.in
Country
United States
ProdList
83
Advantage
51
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
Fisher Scientific
Tel
--
Fax
--
Email
sales@fishersci.com
Country
United States
ProdList
2337
Advantage
86
AB Chem Technologies, LLC
Tel
--
Fax
--
Email
sales@abchemtech.com
Country
United States
ProdList
1101
Advantage
46
LONZA Inc.
Tel
--
Fax
--
Email
contact.allendale@lonza.com
Country
United States
ProdList
252
Advantage
81
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
Monomer-Polymer & Dajac Laboratories, Inc.
Tel
--
Fax
--
Email
monomerpolymer@comcast.net
Country
United States
ProdList
1989
Advantage
60
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
More
Less

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

  • 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
  • 3-amino-2-butenoicacimethylester
  • 3-amino-crotonicacimethylester
  • beta-Iminomethylbutyrate
  • beta-aminocrotonicacidmethylester
  • methyl3-aminocrotonoate
  • methyl 3-amino-trans-but-2-enoate
  • 2-Butenoic acid, 3-amino-, methyl ester
  • Methyl β-aminobutenate
  • Nifedipine impurity D (EP)
  • Methyl (Z)-3-Aminobut-2-enoate
  • PALO-012
  • Nifedipine Impurity 5
  • 3-Aminocrotonate
  • Methyl 3-iminobutyrate
  • Crotonic acid, 3-amino-, methyl ester
  • (1-Aminoethylidene)acetic acid methyl
  • 3-Amino-2-butenoic acid methyl
  • Methyl 3-aminocrotonate,97%
  • Methyl 3-aminocroton
  • 3-Amino-but-2-enoic acid methyl ester
  • Methyl 3-aMinocrotonate, 97% 100GR
  • Methyl 3-aMinocrotonate, 97% 500GR
  • Methyl 3-AMino-2-butenenoate
  • 3-Amino-2-butenoic Acid Methyl Ester 3-Aminocrotonic Acid Methyl Ester Methyl 3-Amino-2-butenoate
  • (Z)-Methyl 3-aMinobut-2-enoate
  • methyl (E)-3-aminobut-2-enoate
  • Methyl 3-aminocrotonate 97%
  • Methyl 3-Aminocrotonate Methyl 3-Amino-2-butenoate 3-Amino-2-butenoic Acid Methyl Ester
  • Methyl 3-aminocrotote
  • Divalproex Sodium Impurity 4
  • Nifedipine-4
  • 3-Methyl 3-aminocrotonate
  • Nifedipine Impurity D Control
  • Methyl 3-aminocrotonate fiona
  • Methyl3-Aminocrotonate&gt
  • Nifedipine Impurity 16 (Methyl 3-aminocrotonate)
  • -amino-methyl cromarate
  • MEHYL 3-AMINOCROTONATE
  • Azilsartan medoxomil impurity305
  • Methyl Β-Aminobutenate
  • Methy1 3-aminocrotonate
  • Nifedipine Impurity (Methyl 3-aminocrotonate)
  • Nifedipine Impurity 57
  • Cilnidipine Impurity 43
  • 14205-39-1
  • 14205-23-0
  • 14205-34-1
  • 14205-79-1
  • CH3CNH2CHCOOCH3
  • Aromatic Amino Acids