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Substance Name: Oxytetracycline [INN]
RN: 79-57-2
UNII: SLF0D9077S
InChIKey: IWVCMVBTMGNXQD-PXOLEDIWSA-N
Note
- A TETRACYCLINE analog isolated from the actinomycete STREPTOMYCES rimosus and used in a wide variety of clinical conditions.
Molecular Formula
- C22-H24-N2-O9
Molecular Weight
- 460.4366
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Agricultural Chemical
- Anti-Bacterial Agents
- Anti-Infective Agents
- Drug / Therapeutic Agent
- Germicide, Bactericide, Disinfectant
- Human Data
- Mutation Data
- Reproductive Effect
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Names and Synonyms
Results Name
- Oxytetracycline [INN]
Name of Substance
- Oxytetracycline (anhydrous)
- Oxytetracycline [INN]
MeSH Heading
- Oxytetracycline
Synonyms
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-
- 4-14-00-02633 (Beilstein Handbook Reference)
- 5-Hydroxytetracycline
- Adamycin
- Antibiotic TM 25
- Berkmycen
- Biostat
- Biostat PA
- BRN 2714587
- Dabicycline
- EINECS 201-212-8
- Fanterrin
- Geomycin
- Geomycin (Streptomyces vimosus)
- Geotilin
- HSDB 3145
- Imperacin
- LA 200
- Lenocycline
- Liquamycin
- Liquamycin LA 200
- Macocyn
- Mycoshield TMQTHC 20
- NCI-C56473
- NSC-9169
- Oksisyklin
- Ossitetraciclina
- Ossitetraciclina [DCIT]
- OTC
- OTC (antibiotic)
- Oxitetraciclina
- Oxitetraciclina [INN-Spanish]
- Oxitetracyclin
- Oxitetracyclinum
- Oxy-kesso-tetra
- Oxymycin
- Oxymykoin
- Oxypam
- Oxysteclin
- Oxyterracin
- Oxyterracine
- Oxyterracyne
- Oxytetracyclin
- Oxytetracycline
- Oxytetracycline amphoteric
- Oxytetracyclinum
- Oxytetracyclinum [INN-Latin]
- Pennox 200
- Proteroxyna
- Riomitsin
- Ryomycin
- Solkaciclina
- Stevacin
- Tarocyn
- Tarosin
- Teravit
- Terrafungine
- Terramicina Oftalmica
- Terramitsin
- Terramycin
- Terramycin im
- Terramycin Q50
- Tetrachel
- Tetracycline, 5-hydroxy-
- Tetran
- UNII-SLF0D9077S
- Ursocyclin
- Ursocycline
- Vendarcin
Systematic Names
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, (4S,4aR,5S,5aR,6S,12aS)-
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,6beta,12aalpha))-
- Oxytetracycline
Superlist Names
- Oxytetracycline
- Oxytetracycline (internal use)
Registry Numbers
CAS Registry Number
- 79-57-2
FDA UNII
- SLF0D9077S
Other Registry Numbers
- 102287-29-6
- 103351-03-7
- 105145-10-6
- 106216-57-3
- 1135442-00-0
- 1256964-22-3
- 1405-95-4
- 21645-09-0
- 52214-46-7
- 856305-69-6
- 96310-42-8
Related Registry Numbers
- 2058-46-0 (mono-hydrochloride)
- 6153-64-6 (di-hydrate)
- 6153-65-7 (di-hydrochloride salt, di-hydrate)
- 64038-91-1 (sulfate (2:1))
- 69766-62-7 (hydrochloride salt)
- 7179-50-2 (calcium (1:1) salt)
System Generated Number
- 0000079572
Structure Descriptors
InChI
1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1InChIKey
IWVCMVBTMGNXQD-PXOLEDIWSA-NSmiles
C[C@]1(c2cccc(c2C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | intravenous | 220mg/kg (220mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics and Chemotherapy Vol. 3, Pg. 1015, 1953. |
guinea pig | LDLo | intraperitoneal | 2250mg/kg (2250mg/kg) | Antibiotiki. Vol. 20, Pg. 793, 1975. | |
infant | TDLo | parenteral | 136mg/kg (136mg/kg) | MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES | Lancet. Vol. 1, Pg. 827, 1962. |
man | TDLo | oral | 114mg/kg/4D (114mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" BLOOD: HEMORRHAGE | JAMA, Journal of the American Medical Association. Vol. 231, Pg. 734, 1975. |
mouse | LD50 | intraperitoneal | 5706mg/kg (5706mg/kg) | Antibiotiki. Vol. 20, Pg. 793, 1975. | |
mouse | LD50 | intravenous | 140mg/kg (140mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 1, 1955. | |
mouse | LD50 | oral | 2240mg/kg (2240mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 1, 1955. | |
mouse | LD50 | subcutaneous | 700mg/kg (700mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 3, Pg. 44, 1980. | |
rat | LD50 | intravenous | 260mg/kg (260mg/kg) | "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 501, 1978. | |
rat | LD50 | oral | 4800mg/kg (4800mg/kg) | "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 1, Pg. 501, 1978. | |
women | TDLo | oral | 24mg/kg/6D-I (24mg/kg) | BLOOD: THROMBOCYTOPENIA | American Journal of Hematology. Vol. 43, Pg. 333, 1993. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 184.5 | deg C | EXP | |
pKa Dissociation Constant | 3.27 | (none) | 25 | EXP |
log P (octanol-water) | -0.9 | (none) | EXP | |
Water Solubility | 313 | mg/L | 25 | EXP |
Vapor Pressure | 9.68E-25 | mm Hg | 25 | EST |
Henry's Law Constant | 1.70E-25 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.65E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.