391549
Dimethyl aminomalonate hydrochloride
97%
Synonym(s):
Aminomalonic acid dimethyl ester hydrochloride
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About This Item
Linear Formula:
NH2CH(COOCH3)2 · HCl
CAS Number:
Molecular Weight:
183.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
240-284-5
Beilstein/REAXYS Number:
3696467
MDL number:
Assay:
97%
Form:
crystals
InChI key
QWNDKNJSEWOEDM-UHFFFAOYSA-N
InChI
1S/C5H9NO4.ClH/c1-9-4(7)3(6)5(8)10-2;/h3H,6H2,1-2H3;1H
SMILES string
Cl[H].COC(=O)C(N)C(=O)OC
assay
97%
form
crystals
mp
160 °C (dec.) (lit.)
solubility
water: soluble 25 mg/mL, clear, colorless to faintly yellow
functional group
amine, ester
Quality Level
Related Categories
General description
Dimethyl aminomalonate hydrochloride is a hydrochloride salt of a dialkyl aminomalonate.
Application
Dimethyl aminomalonate hydrochloride (aminomalonic acid dimethyl ester hydrochloride) may be used in synthesis of methyl 3-phenyl-5-hydantoincarboxylate and Boc-Leu-Ama(OMe)2(Boc= tert-butyloxycarbonyl, Leu= leucine, Ama= aminomalonic acid). It may be used as starting reagent in the synthesis of the following:
- (R,S)-2-phenethylcysteine hydrochloride
- dimethyl 2,2,2-polynitroalkylnitroaminonitromalonate
- spirotryprostatin B
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Oxindole as starting material in organic synthesis.
Ziarani GM, et al.
ARKIVOC (Gainesville, FL, United States), 1, 470-535 (2013)
Heterocyclizations, XIV. 1,3,5,7,-Tetraoxoperhydroimidazo[1,5-c]imidazole, a Novel Bridgehead Nitrogen Ureide
Capuano L, et al.
Chemische Berichte, 107(10), 3237-3245 (1974)
Synthesis of Nitro Compounds Starting with Dialkyl Aminomalonates.
Ishchenko MA, et al.
Russ. J. Org. Chem., 37(2), 194-197 (2001)
D Krumme et al.
FEBS letters, 436(2), 209-212 (1998-10-22)
Novel peptides containing the sequence -Pro-Leu-Ama(NHOH)- were synthesized and characterized by spectroscopic techniques. Their inhibitory properties towards the activated form of native human gelatinase B (MMP-9) and the catalytic domain of neutrophil collagenase (cdMMP-8) were determined. The most effective inhibitor
Alpha-alkylcysteines as inhibitors for carboxypeptidase A. Synthesis, evaluation, and implication for inhibitor design strategy.
Lee HS and Kim DH.
Bull. Korean Chem. Soc., 23(4), 593-598 (2002)
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