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Substance Name: Demeclocycline [USP:INN:BAN]
RN: 127-33-3
UNII: 5R5W9ICI6O
InChIKey: FMTDIUIBLCQGJB-SEYHBJAFSA-N
Note
- A TETRACYCLINE analog having a 7-chloro and a 6-methyl. Because it is excreted more slowly than TETRACYCLINE, it maintains effective blood levels for longer periods of time.
Molecular Formula
- C21-H21-Cl-N2-O8
Molecular Weight
- 464.8559
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Demeclocycline
- Demeclocycline [USP:INN:BAN]
MeSH Heading
- Demeclocycline
Synonyms
- 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-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
- 6-Demethyl-7-chlorotetracycline
- 6-Demethyl-7-chlortetracycline
- 6-Demethylchlorotetracycline
- 6-Demethylchlortetracycline
- 6-Demetil-7-clorotetraciclina
- 6-Demetil-7-clorotetraciclina [Italian]
- 7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide
- 7-Chloro-6-demethyltetracycline
- Bioterciclin
- Chlortetracycline, 6-demethyl-
- Clortetrin
- Deganol
- Demeclociclina
- Demeclociclina [INN-Spanish]
- Demeclocycline
- Demeclocyclinum
- Demeclocyclinum [INN-Latin]
- Demeclor
- Demethylchlorotetracycline
- Demethylchlortetracyclin
- Demethylchlortetracycline
- Demethylchlortetracycline base
- Demethylchlortetracyclinum
- Demetraclin
- Diuciclin
- DMCT
- DMCT (antibiotic)
- EINECS 204-834-8
- HSDB 3051
- Ledermycin
- Mexocine
- Novotriclina
- Perciclina
- RP 10192
- Sumaclina
- Tetracycline, 7-chloro-6-demethyl-
- Tri-demethylchlortetracycline
- UNII-5R5W9ICI6O
Systematic Names
- 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)-
- 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-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
- Demeclocycline
Registry Numbers
CAS Registry Number
- 127-33-3
FDA UNII
- 5R5W9ICI6O
Other Registry Numbers
- 16204-02-7
- 8059-70-9
Related Registry Number
- 64-73-3 (mono-hydrochloride)
System Generated Number
- 0000127333
Structure Descriptors
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/s1InChIKey
FMTDIUIBLCQGJB-SEYHBJAFSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TDLo | oral | 10mg/kg (10mg/kg) | British Medical Journal. Vol. 2, Pg. 96, 1977. | |
human | TDLo | oral | 10mg/kg (10mg/kg) | SKIN AND APPENDAGES (SKIN): NAILS: OTHER SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | British Medical Journal. Vol. 2, Pg. 96, 1977. |
human | TDLo | oral | 68mg/kg/8D (68mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION | Current Therapeutic Research, Clinical & Experimental. Vol. 15, Pg. 734, 1973. |
human | TDLo | oral | 420mg/kg/6W (420mg/kg) | Annals of Internal Medicine. Vol. 79, Pg. 679, 1973. | |
human | TDLo | oral | 420mg/kg/6W (420mg/kg) | ENDOCRINE: DIABETES INSIPIDUS (NEPHROGENIC OR CNS) | Annals of Internal Medicine. Vol. 79, Pg. 679, 1973. |
mouse | LD50 | intraperitoneal | 454mg/kg (454mg/kg) | Drugs in Japan Vol. 6, Pg. 497, 1982. | |
mouse | LD50 | intravenous | 79mg/kg (79mg/kg) | Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 281, 1970. | |
mouse | LDLo | oral | 4gm/kg (4000mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 350, 1960. | |
mouse | LDLo | subcutaneous | 2500mg/kg (2500mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 350, 1960. | |
rat | LD50 | intraperitoneal | 358mg/kg (358mg/kg) | Drugs in Japan Vol. 6, Pg. 497, 1982. | |
rat | LD50 | intravenous | 146mg/kg (146mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. | |
rat | LD50 | oral | > 6750mg/kg (6750mg/kg) | Drugs in Japan Vol. 6, Pg. 497, 1982. | |
rat | LD50 | subcutaneous | > 2gm/kg (2000mg/kg) | Drugs in Japan Vol. 6, Pg. 497, 1982. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | -1.140 | (none) | EST | |
Water Solubility | 1520 | mg/L | 21 | EXP |
Atmospheric OH Rate Constant | 2.12E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.