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D152803

Sigma-Aldrich

Dimethylcarbamyl chloride

98%

Sinónimos:

Chloroformic acid dimethyl amide, Dimethylcarbamoyl chloride

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About This Item

Fórmula lineal:
(CH3)2NCOCl
Número de CAS:
79-44-7
Peso molecular:
107.54
Beilstein/REAXYS Number:
878197
EC Number:
201-208-6
MDL number:
MFCD00000635
UNSPSC Code:
12352100
PubChem Substance ID:
24893469
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.453 (lit.)

bp

167-168 °C/775 mmHg (lit.)

mp

−33 °C (lit.)

density

1.168 g/mL at 25 °C (lit.)

SMILES string

CN(C)C(Cl)=O

InChI

1S/C3H6ClNO/c1-5(2)3(4)6/h1-2H3

InChI key

YIIMEMSDCNDGTB-UHFFFAOYSA-N

Application

Dimethylcarbamyl chloride can be used to synthesize:
  • Disubstituted carbamates from benzylphenols.
  • 2-Cyanoisonicotinamide by reacting with isonicotinic acid N-oxide and zinc cyanide. This method was adopted to synthesize a novel xanthine oxidoreductase inhibitor.
  • Acetylcholinesterase (AChE) and serotonin transporter (SERT) dual inhibitors.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Design and synthesis of dual inhibitors of acetylcholinesterase and serotonin transporter targeting potential agents for Alzheimer's disease.
Kogen H, et al.
Organic Letters, 4(20), 3359-3362 (2002)
Zinc cyanide mediated direct α-cyanation of isonicotinic acid N-oxide. Application to the synthesis of FYX-051, a xanthine oxidoreductase inhibitor.
Huo Z, et al.
Tetrahedron Letters, ?49(28), 4369-4371 (2008)
Polypeptides. XII. The Optical Rotation and Configurational Stability of α-Helices1.
Blout E R, et al.
Journal of the American Chemical Society, 79(3), 749-750 (1957)
C A Snyder et al.
Cancer letters, 33(2), 175-181 (1986-11-01)
Three direct-acting carcinogens, beta-propiolactone (BPL), methylmethane sulfonate (MMS), and dimethylcarbamyl chloride (DMCC), were evaluated for their carcinogenic potencies in the nasal mucosa of rats and for their abilities to bind in vivo to rat nasal mucosal DNA. The relative carcinogenic
A E Hochwalt et al.
Molecular carcinogenesis, 1(1), 4-6 (1988-01-01)
Rat nasal squamous cell carcinomas induced by inhalation of three direct-acting alkylating agents yielded DNA containing activated oncogenes with no homology to any member of the ras family. The novel NIH 3T3 transforming oncogenes from tumors induced by beta-propiolactone and
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