Chlortetracycline EP Impurity B,Demeclocycline

cas: 127-33-3 — see every product listed under this CAS number, including other names

Chlortetracycline EP Impurity B,Demeclocycline (CAS 127-33-3) is a chemical reagent available from Chemat. Available pack sizes: on request. Offered by: Chemat Brand.

brandChemat Brand
catalog numberRM-D130300
cas127-33-3
sizeon request
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purityNo data
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Structural formula: {0} (CAS {1})

Demeclocycline is 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 levels 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) where fluid restriction alone has been ineffective. It has a role as a geroprotector, an aquaretic and an antibacterial drug.

Source: ChEBI

Identity
Molecular formulaC21H21ClN2O8
Molecular weight464.9 g/mol
IUPAC name(4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
InChIKeyGUXHBMASAHGULD-SEYHBJAFSA-N
SMILESCN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)Cl)O

Computed by PubChem (NCBI)

Synonyms: demeclocycline, Demethylchlortetracycline, DMCT, Ledermycin, 6-Demethyl-7-chlorotetracycline, Demethylchlortetracyclin, Demeclociclina, 7-Chloro-6-demethyltetracycline, Demeclocyclinum, Clortetrin
Related forms of this compound
(4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide C21H21ClN2O8
(4R,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide C21H21ClN2O8
Isomers (same molecular formula)
(4S,4aS,5aS,6S,12aR)-7-chloro-1,6,10,11,12a-pentahydroxy-6-methyl-4-(methylamino)-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide C21H21ClN2O8

Also listed as

Demeclocycline GLPBio CAS 127-33-3
Demeclocycline/ 97.46% (existing batch purity) TargetMol CAS 127-33-3
(4S,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide, 98%, 98% Chemat CAS 127-33-3
Demeclocycline, 98.0% MedChemExpress CAS 127-33-3
Demeclocycline (Standard) MedChemExpress CAS 127-33-3
(4S,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide, 98% Chemat CAS 127-33-3