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:
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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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
Xi Jun He et al.
Neurotoxicology, 29(6), 1141-1146 (2008-07-09)
Neurotoxic effects of MPTP on the nigrostriatal dopaminergic system are thought to be initiated by 1-methyl-4-phenylpyridinium (MPP+), a metabolite formed by the monoamine oxidase (MAO)-B-mediated oxidation of MPTP. We previously reported that the administration of MPTP induced apoptosis in migrating
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)
E L Mullan et al.
Journal of neural transmission. Supplementum, 41, 307-311 (1994-01-01)
Ro 16-6491 is known to be a potent reversible inhibitor of human brain MAO-B. This compound and several analogues were tested for their effect on bovine liver MAO-B. It was found that in compounds where the amide bond of Ro
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