Structure

Minocycline hydrochloride

CAS
13614-98-7
Catalog Number
ACM13614987
Category
Inhibitors
Molecular Weight
493.94
Molecular Formula
C23H27N3O7·HCl

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Specification

Description
Minocycline hydrochloride is an orally active, potent and BBB-penetrated semi-synthetic tetracycline antibiotic. Minocycline hydrochloride is a hypoxia-inducible factor (HIF)-1α inhibitor. Minocycline hydrochloride shows anti-cancer, anti-inflammatory, and glutamate antagonist effects. Minocycline hydrochloride reduces glutamate neurotransmission and shows neuroprotective properties and antidepressant effects. Minocycline hydrochloride inhibits bacterial protein synthesis through binding with the 30S subunit of the bacterial ribosome, resulting in a bacteriostatic effect.
Synonyms
[4S-(4alpha,4aalpha,5aalpha,12aalpha)]-4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide monohydrochloride; Minocycline Hydrochloride; Minocycline hydrochloride;
IUPAC Name
(4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;hydrochloride
Canonical SMILES
CN(C)C1C2CC3CC4=C(C=CC(=C4C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C.Cl
InChI Key
WTJXVDPDEQKTCV-VQAITOIOSA-N
Boiling Point
659.4ºC at 760mmHg
Melting Point
205-210ºC(dec)
Flash Point
352.6ºC
Appearance
crystalline
EC Number
237-099-7
Exact Mass
493.16200
Hazard Statements
Xi:Irritant;
Packing Group
III
Safety Description
S26-S36
WGK Germany
3

Downstream Synthesis Route 1

  • 13614-98-7
  • 135513-29-0

Reference: [1]Journal of Organic Chemistry,1991,vol. 56,p. 5623 - 5630

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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