Demeclocycline

CHEBI:CHEBI_4392

Definition

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.

Chemical Information

Molecular Formula
C21H21ClN2O8
Molecular Mass
464.85300
Charge
0
SMILES
[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c1c(O)ccc(Cl)c1[C@H]2O
InChI
InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
InChIKey
FMTDIUIBLCQGJB-SEYHBJAFSA-N

Alternative Names

  • (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • [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
  • 6-demethyl-7-chlorotetracycline
  • 7-chloro-6-demethyltetracycline
  • demeclociclina
  • demeclocycline
  • Demeclocycline
  • demeclocyclinum
  • demethylchlortetracycline
  • DMCT
  • DMCTC

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:4392
oboInOwl#hasDbXref
Wikipedia:Demeclocycline
DRON_00010000
3154

Additional References

Wikipedia:Demeclocycline

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:4392
rxcui
905347
active_ingredient_strength
1 kg/kg
pharm_class
Tetracyclines [CS]
package_marketing_start_date
20220525
manufacturer_name
Amneal Pharmaceuticals LLC
active_ingredient_name
DEMECLOCYCLINE HYDROCHLORIDE
unii
29O079NTYT
spl_set_id
4ff23e3b-e111-47fd-9776-1d89d6da049b
upc
0365162555486
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Demeclocycline
DRON_00010000
3154
oboInOwl#id
CHEBI:4392
oboInOwl#hasAlternativeId
CHEBI:554084
generic_name
DEMECLOCYCLINE HYDROCHLORIDE
product_type
BULK INGREDIENT
listing_expiration_date
20241231
route
ORAL
dosage_form
POWDER
marketing_category
BULK INGREDIENT
marketing_start_date
20171007
labeler_name
Amneal Pharmaceuticals LLC
brand_name
Demeclocycline Hydrochloride
brand_name_base
Demeclocycline Hydrochloride
product_ndc
65162-554
application_number
ANDA065425
spl_id
4cd13048-b500-48bc-b998-e47aafff605e
package_ndc
65162-554-10
package_description
100 TABLET in 1 BOTTLE (65162-554-10)
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_176497
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
has_treatment
http://purl.obolibrary.org/obo/DOID_3401
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect24044
owl#annotatedSource
t218008
owl#someValuesFrom
t1045688