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Merck
CN

220515

Methyl benzimidate hydrochloride

97%

Synonym(s):

Benzimidoic acid methyl ester hydrochloride, Methyl benzenecarboximidate hydrochloride

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About This Item

Linear Formula:
C6H5C(=NH)OCH3·HCl
CAS Number:
5873-90-5
Molecular Weight:
171.62
NACRES:
NA.22
PubChem Substance ID:
24853175
UNSPSC Code:
12352100
EC Number:
227-537-5
MDL number:
MFCD00012575

Key Documents

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Product Name

Methyl benzimidate hydrochloride, 97%

InChI key

HDJNHVNQRJMWSH-UHFFFAOYSA-N

InChI

1S/C8H9NO.ClH/c1-10-8(9)7-5-3-2-4-6-7;/h2-6,9H,1H3;1H

SMILES string

Cl.COC(=N)c1ccccc1

assay

97%

mp

105-107 °C (dec.) (lit.)

functional group

ether
phenyl

storage temp.

−20°C

Quality Level

100

Related Categories

Application

Methyl benzimidate hydrochloride was used:
  • in the synthesis of chiral phenyldihydroimidazole derivative
  • as imidating reagent to modify Lys residues of cyclic Lys-Gly-Asp peptide to afford acetimidate analogs
  • in the synthesis of N-benzimidoyl-(1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine)

signalword

Warning

pictograms

Exclamation mark
GHS07

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS6903V
MKBQ5479V
MKBK0385V
MKBF8521V
MKBD7081

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R M Scarborough et al.
The Journal of biological chemistry, 268(2), 1066-1073 (1993-01-15)
Members of the snake venon-derived, "disintegrin" peptide family containing the Arg-Gly-Asp (RGD) amino acid sequence are among the most potent inhibitors of the binding of adhesive proteins to platelet glycoprotein (GP) IIb-IIIa. However, GPIIb-IIIa antagonists containing the RGD sequence are
J Einsiedel et al.
Bioorganic & medicinal chemistry letters, 11(18), 2533-2536 (2001-09-11)
Conformationally restricted benzamide bioisosteres were investigated when the chiral phenyldihydroimidazole derivative 4e (FAUC 179) showed strong and highly selective dopamine D4 receptor binding (K(i)high=0.95nM). Mitogenesis experiments indicated partial agonist properties (42%). EPC syntheses of the target compounds of type 4
Tao Ji et al.
Chemical research in toxicology, 20(4), 701-708 (2007-03-27)
Thiobenzamide (TB) is hepatotoxic in rats causing centrolobular necrosis, steatosis, cholestasis, and hyperbilirubinemia. It serves as a model compound for a number of thiocarbonyl compounds that undergo oxidative bioactivation to chemically reactive metabolites. The hepatotoxicity of TB is strongly dependent

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