demeclocycline

demeclocycline Structure
CAS No.
127-33-3
Chemical Name:
demeclocycline
Synonyms
D03680;Deganol;10192 RP;RP 10192;Demeclor;Mexocine;Diuciclin;Sumaclina;Ledermycin;Elkamicina
CBNumber:
CB5918843
Molecular Formula:
C21H21ClN2O8
Molecular Weight:
464.85
MOL File:
127-33-3.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:12

demeclocycline Properties

Melting point 176°C (rough estimate)
Boiling point 787.1±60.0 °C(Predicted)
Density 1.3118 (rough estimate)
refractive index 1.6000 (estimate)
solubility H2O:1.5(Max Conc. mg/mL);3.23(Max Conc. mM)
form Solid
pka 4.50±1.00(Predicted)
color Green to dark green
Water Solubility 1.4g/L(25 ºC)

demeclocycline Chemical Properties,Uses,Production

Description

Demethylchlortetracycline was isolated from the culture broth of a mutant of Streptomyces aureofaciens, the chlortetracycline-producing strain, by Lederle Research Laboratories in 1957. It shows one and one-half to two times as much in vitro antimicrobial activity and in vivo protective effect as tetracycline. Its base and hydrochloride have been used orally and by topical application to treat infections caused by Staphylococcus, Streptococcus, Rickettsia, Chlamydiae, Neisseria, Klebsiella, Proteus, Escherichia coli, and Haemophilus influenzae.

Uses

Demeclocycline, a chlortetracycline analogue produced by a mutagenised strain of Streptomyces aureofaciens, was first isolated in 1957. Like all tetracyclines, demeclocycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Demeclocycline has been extensively cited in the literature with over 800 references relating almost exclusively to in vivo use.

Definition

ChEBI: Tetracycline which lacks the methyl substituent at position 7 and in which the hydrogen para- to the phenolic hydroxy group is substituted by chlorine. Like tetracycline, it is an antibiotic, but being excreted more slowly, effective blood lev ls are maintained for longer. It is used (mainly as the hydrochloride) for the treatment of Lyme disease, acne and bronchitis, as well as for hyponatraemia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (SIADH) w ere fluid restriction alone has been ineffective.

Safety Profile

Poison by intravenous and intraperitoneal routes. Human systemic effects by ingestion: diabetes insipidus, urine volume increase, other changes in urine composition, dermatitis, changes in the nails, allergic rhinitis, serum sickness, effects on cyclic nucleotides. Human reproductive effects by an unspecified route: postnatal measures or effects on newborn. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.

demeclocycline Preparation Products And Raw materials

Raw materials

Preparation Products

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DEMETHYLCHLOROTETRACYCLINE 10192 RP Bioterciclin Deganol Ledermycin Periciclina RP 10192 D03680 Demeclocycline (usp) Demethylchlortetracycline (jan) 6-DeMethylchlotetracycline, DMCT, 7-Chloro-6-deMethyltetracycline, LederMycin, RP 10192 Demethylchlortetracycline 7-Chloro-6-demethyltetracycline Demeclor Demethylchlortetracyclin Demetraclin Diuciclin Elkamicina Mexocine Novotriclina Perciclina Sumaclina Tri-demethylchlortetracycline Demethyichlortetracycline METHYLCHLOROTETRACYCLINE 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)- Demeclocycline DISCONTINUED. Please offer D230725. Demeclocycline D6 Chlortetracycline Impurity B 127-33-3