Structure via PubChem · Public domain (PubChem)
demeclocycline
Sign in to saveAlso known as DMCT, 7-Chloro-6-demethyltetracycline, 6-Demethyl-7-chlorotetracycline, Demethylchlortetracyclin, DMCTC, [4S-(4alpha,4Aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide, Demethylchlortetracycline, Demeclociclina
Demeclocycline (INN, BAN, USAN, brand name Declomycin) is a tetracycline antibiotic which was derived from a mutant strain of Streptomyces aureofaciens.
Key facts
- Drug.verifiedrevid
- 460775334
- Drug.IUPAC_name
- (2E,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione
- Drug.image
- Demeclocycline.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Demeclocycline 3D.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Declomycin
- Drug.MedlinePlus
- a682103
- Drug.pregnancy_US
- D
- Drug.legal_status
- Rx-only
- Drug.routes_of_administration
- Oral
- Drug.bioavailability
- 60–80%
- Drug.protein_bound
- 41–50%
- Drug.metabolism
- Hepatic
- Drug.elimination_half life
- 10–17 hours
- Drug.excretion
- Renal
- Drug.CAS_number
- 127-33-3
- Drug.CAS_supplemental
- (HCl)
via Wikipedia infobox
Chemical data
- Formula
- C21H21ClN2O8
- Molecular weight
- 464.9 g/mol
- IUPAC name
- (2E,4S,4aS,5aS,6S,12aS)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione
- SMILES
- CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=O)/C(=C(\N)/O)/C1=O)O)O)O)Cl)O
- InChIKey
- HXPZLYXFFSKHJA-GNCUHUTISA-N
- XLogP
- -0.6
- Polar surface area
- 182 Ų
- H-bond donors
- 6
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Research
1,075 papers- Evidence for the use of demeclocycline in the treatment of hyponatraemia secondary to SIADH: a systematic review.International journal of clinical practice · 2015
- Demeclocycline Reduces the Growth of Human Brain Tumor-Initiating Cells: Direct Activity and Through Monocytes.Frontiers in immunology · 2020
- Demeclocycline-induced diabetes insipidus.JAMA · 1974
- Renal effects of demeclocycline.JAMA · 1980
- Demeclocycline-induced renal failure.Lancet (London, England) · 1977
via PubMed
Wikidata facts
- Subclass of
- tetracycline antibiotic
- Mass
- 464.0986
- Has use
- medication
Show 10 more facts
- chemical formula
- C₂₁H₂₁ClN₂O₈
- significant drug interaction
- acitretin
- medical condition treated
- bacterial infectious disease
- World Health Organisation international non-proprietary name
- demeclocycline
- isomeric SMILES
- CN(C)[C@H]1[C@@H]2C[C@@H]3[C@@H](C4=C(C=CC(=C4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O
- canonical SMILES
- CN(C)C1C2CC3C(C4=C(C=CC(=C4C(=O)C3=C(C2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O
- defined daily dose
- 0.6
- subject has role
- bactericide
- found in taxon
- Streptomyces hygroscopicus
- Commons category
- Demeclocycline
Sources (6)
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Uses
- Contraindications
- Side effects and interactions
- Mechanism of action
- Brand names
- References
Demeclocycline (INN, BAN, USAN, brand name Declomycin) is a tetracycline antibiotic which was derived from a mutant strain of Streptomyces aureofaciens.
==Uses== Demeclocycline is officially indicated for the treatment of various types of bacterial infections. It is used as an antibiotic in the treatment of Lyme disease, acne, and bronchitis. Resistance, though, is gradually becoming more common, and demeclocycline is now rarely used for treatment of infections.
Excerpted from Wikipedia’s “demeclocycline” article, available under the CC BY-SA 4.0 licence.