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Merck
CN

R106

Ro 16-6491 hydrochloride

solid

Synonym(s):

N-(2-Aminoethyl)-4-chlorobenzamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H11ClN2O · HCl
CAS Number:
Molecular Weight:
235.11
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C9H11ClN2O.ClH/c10-8-3-1-7(2-4-8)9(13)12-6-5-11;/h1-4H,5-6,11H2,(H,12,13);1H

SMILES string

Cl.NCCNC(=O)c1ccc(Cl)cc1

InChI key

ARUMZUNJBHSOQQ-UHFFFAOYSA-N

form

solid

color

white

mp

216-217 °C

solubility

H2O: soluble

Gene Information

human ... MAOB(4129)

Biochem/physiol Actions

Selective, reversible, orally-active MAO-B inhibitor which is devoid of indirect sympathomimetic activity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

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H H Keller et al.
Naunyn-Schmiedeberg's archives of pharmacology, 335(1), 12-20 (1987-01-01)
The inhibition of monoamine oxidase (MAO) in rat liver and brain by the short-acting MAO-A inhibitors moclobemide (Ro 11-1163 = p-chloro-N-[2-morpholinoethyl]benzamide) and brofaremine and by the short-acting MAO-B inhibitors Ro 16-6491 (N-[2-aminoethyl]-p-chloro-benzamide) and almoxatone, administered p.o. at roughly equieffective doses
A M Cesura et al.
Journal of neural transmission. Supplementum, 32, 165-170 (1990-01-01)
The selective, reversible inhibitors of monoamine oxidase (MAO) moclobemide and Ro 41-1049 (selective for MAO-A), as well as of Ro 16-6491 and Ro 19-6327 (selective for MAO-B) inhibited the enzyme with an initial competitive phase, followed by a time-dependent inhibition
Characterization of [3H]Ro 16-6491 binding to digitonin solubilized monoamine oxidase-B and purification of the enzyme from human platelets by affinity chromatography.
A M Cesura et al.
Biochemical pharmacology, 39(1), 216-220 (1990-01-01)
A M Cesura et al.
Journal of neurochemistry, 50(4), 1037-1043 (1988-04-01)
[3H]Ro 16-6491 [N-(2-aminoethyl)-p-chlorobenzamide HCl], a reversible "mechanism-based" inhibitor of monoamine oxidase (MAO) type B, binds selectively and with high affinity to the active site of MAO-B in brain and platelet membranes. Under normal conditions, the binding of [3H]Ro 16-6491 is
A M Cesura et al.
Journal of neurochemistry, 48(1), 170-176 (1987-01-01)
The reversible inhibitor of monoamine oxidase type B (MAO-B) [3H]Ro 16-6491 binds specifically and with high affinity to a single population of binding sites in human frontal cortex crude mitochondria and platelet membranes. In both tissues binding equilibrium was reached

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