391549
Dimethyl aminomalonate hydrochloride
97%
Synonym(s):
Aminomalonic acid dimethyl ester hydrochloride
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About This Item
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Quality Level
Assay
97%
form
crystals
mp
160 °C (dec.) (lit.)
solubility
water: soluble 25 mg/mL, clear, colorless to faintly yellow
SMILES string
Cl[H].COC(=O)C(N)C(=O)OC
InChI
1S/C5H9NO4.ClH/c1-9-4(7)3(6)5(8)10-2;/h3H,6H2,1-2H3;1H
InChI key
QWNDKNJSEWOEDM-UHFFFAOYSA-N
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of Nitro Compounds Starting with Dialkyl Aminomalonates.
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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
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Chemische Berichte, 107(10), 3237-3245 (1974)
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