ChemicalBook--->CAS DataBase List--->127-33-3

127-33-3

127-33-3 Structure

127-33-3 Structure
IdentificationBack Directory
[Name]

demeclocycline
[CAS]

127-33-3
[EINECS(EC#)]

204-834-8
[Molecular Formula]

C21H21ClN2O8
[MOL File]

127-33-3.mol
[Molecular Weight]

464.856
Chemical PropertiesBack Directory
[Melting point ]

176°C (rough estimate)
[density ]

1.3118 (rough estimate)
[refractive index ]

1.6000 (estimate)
Hazard InformationBack Directory
[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.
[Brand name]

Declomycin (Lederle).
Safety DataBack Directory
[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.
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