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Key Documents

151653

Sigma-Aldrich

Methyl hydrazinocarboxylate

97%

Synonym(s):

Methoxycarbonylhydrazine, Methyl carbazate

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About This Item

Linear Formula:
H2NNHCO2CH3
CAS Number:
Molecular Weight:
90.08
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

bp

108 °C/12 mmHg (lit.)

mp

70-73 °C (lit.)

SMILES string

COC(=O)NN

InChI

1S/C2H6N2O2/c1-6-2(5)4-3/h3H2,1H3,(H,4,5)

InChI key

WFJRIDQGVSJLLH-UHFFFAOYSA-N

Application

Methyl hydrazinocarboxylate (Methyl carbazate) was used in the preparation of methyl 3-(4-methyl-benzyl-idene)carbazate. It was also used in the synthesis of imidazo[1,5-d][1,2,4]triazines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

Certificates of Analysis (COA)

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R Paul et al.
Journal of medicinal chemistry, 28(11), 1704-1716 (1985-11-01)
By using inhibition of histamine release from antigen-challenged, sensitized human basophils as a means of identifying a potentially prophylactic drug for the treatment of asthma, a series of substituted imidazo[1,5-d][1,2,4]triazines were found, which were active. These compounds were prepared by
R Truhaut et al.
Toxicology, 22(3), 219-221 (1981-01-01)
Methyl carbazate, a metabolite of carbadox in the rat, was administered orally to rats for 2 years. The compound was mixed in the diet at concentrations corresponding to dose levels of 0, 2.5, 5 and 10 mg/kg body wt/day. There
Yu-Feng Li et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 6), o1429-o1429 (2010-01-01)
The title compound, C(10)H(12)N(2)O(2), was prepared by the reaction of methyl carbazate and 4-methyl-benzaldehyde. The dihedral angle between the benzene ring and the carbazate fragment is 20.86 (10)°. In the crystal structure, mol-ecules are linked by inter-molecular N-H⋯O hydrogen bonds.

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