CAS 2058-46-0|Oxytetracycline HCl
| Common Name | Oxytetracycline HCl | ||
|---|---|---|---|
| CAS Number | 2058-46-0 | Molecular Weight | 533.356 |
| Density | 1.71 g/cm3 | Boiling Point | 839.6ºC at 760 mmHg |
| Molecular Formula | C22H25ClN2O9 | Melting Point | 180°C |
| MSDS | ChineseUSA | Flash Point | 461.6ºC |
| Symbol | GHS08 | Signal Word | Warning |
Names
| Name | oxytetracycline hydrochloride |
|---|---|
| Synonym | More Synonyms |
Oxytetracycline HCl BiologicalActivity
| Description | Oxytetracycline hydrochloride is an antibiotic belonging to the tetracycline class. Oxytetracycline hydrochloride potent inhibits Gram-negative and Gram-positive bacteria. Oxytetracycline hydrochloride is a protein synthesis inhibitor and prevents the binding from aminoacil-tRNA to the complex m-ribosomal RNA. Oxytetracycline hydrochloride also possesses anti-HSV-1 activity[1][2][3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>HSVResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Bacterial |
| Target | Gram-negative and Gram-positive bacteria[1] HSV-1[3] |
| In Vitro | Oxytetracycline is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. Oxytetracycline is synthesized by a type II polyketide synthase that generates the poly-beta-ketone backbone through successive decarboxylative condensation of malonyl-CoA extender units, followed by modifications by cyclases, oxygenases, transferases, and additional tailoring enzymes[2]. |
| In Vivo | The effects of administration a therapeutic dose of Oxytetracycline (82.8 mg/kg of bw to 1 % bw/day) for 10 days are species specific. Oxytetracycline increases the relative liver weight in Morone chrysops x M. saxatilis, the enzymatic activity of CYP3A4 in Ictalurus punctatus, protein expression of CYP3A4 in Oreochromis niloticus and depleted the hepatic CYP3A4 in the latter[1]. For Oxytetracycline, the limits are 100 μg/kg in muscle and milk, 200 μg/kg in egg, 300 μg/kg in liver and 600 μg/kg in kidney. Oxytetracycline (OTC) is administered to fish as medicated feed at concentrations ranging from 35 to 75 mg a.i kg-1 biomass day-1 for 7-14 days[1]. |
| References | [1]. Elia AC, et al. Transferability of oxytetracycline (OTC) from feed to carp muscle and evaluation of the antibiotic effects on antioxidant systems in liver and kidney. Fish Physiol Biochem. 2014 Aug;40(4):1055-68. [2]. Pickens LB, et al. Oxytetracycline biosynthesis. J Biol Chem. 2010 Sep 3;285(36):27509-15. [3]. Oguz Guvenmez, et al. A New Treatment Method for Herpes Simplex Virus Type 1-related Skin Lesions. Scientific & Academic. 2019; 8(1): 6-8. |
Chemical & Physical Properties
| Density | 1.71 g/cm3 |
|---|---|
| Boiling Point | 839.6ºC at 760 mmHg |
| Melting Point | 180°C |
| Molecular Formula | C22H25ClN2O9 |
| Molecular Weight | 533.356 |
| Flash Point | 461.6ºC |
| Exact Mass | 532.101563 |
| PSA | 201.85000 |
| LogP | 0.25870 |
| Vapour Pressure | 2.17E-30mmHg at 25°C |
| Storage condition | 0-6°C |
| Water Solubility | >100 g/L |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 800 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 302 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 6696 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 600 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 80 mg/kg
- TOXIC EFFECTS :
- Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1802 gm/kg/2Y
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Endocrine - tumors
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Parenteral
- DOSE :
- 20 mg/kg
- SEX/DURATION :
- female 20 week(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - abortion
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 11250 mg/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 12 gm/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 21 gm/kg
- SEX/DURATION :
- female 6-15 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - uterus, cervix, vagina
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 900 mg/kg
- SEX/DURATION :
- female 10-18 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
- TYPE OF TEST :
- Micronucleus test
MUTATION DATA - TYPE OF TEST :
- Unscheduled DNA synthesis
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 20 mg/L
- REFERENCE :
- BIORAK Biochemistry (English Translation). Translation of BIOHAO. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) V.21- 1956- Volume(issue)/page/year: 39,587,1974 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83236 No. of Facilities: 49 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 9441 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83236 No. of Facilities: 763 (estimated) No. of Industries: 2 No. of Occupations: 10 No. of Employees: 20845 (estimated) No. of Female Employees: 16524 (estimated)
- TYPE OF TEST :
- Unscheduled DNA synthesis
- TEST SYSTEM :
- Mammal - species unspecified Lymphocyte
- DOSE/DURATION :
- 20 mg/L
- REFERENCE :
- BIORAK Biochemistry (English Translation). Translation of BIOHAO. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) V.21- 1956- Volume(issue)/page/year: 39,587,1974 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83236 No. of Facilities: 49 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 9441 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83236 No. of Facilities: 763 (estimated) No. of Industries: 2 No. of Occupations: 10 No. of Employees: 20845 (estimated) No. of Female Employees: 16524 (estimated)
Safety Information
| Symbol | GHS08 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H361d |
| Precautionary Statements | P281 |
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
| Hazard Codes | Xn:Harmful |
| Risk Phrases | R36;R63 |
| Safety Phrases | S36/37/39-S26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2 |
| RTECS | QI8225000 |
| HS Code | 3003209000 |
Customs
| HS Code | 3003209000 |
|---|
Articles49
More Articles| Development and validation of a liquid chromatographic/ tandem mass spectrometric method for determination of chlortetracycline, oxytetracycline, tetracycline, and doxycycline in animal feeds. J. AOAC Int. 95(4) , 1010-5, (2012) A selective and accurate LC/MS/MS method for the simultaneous determination of chlortetracycline (CTC), oxytetracycline (OTC), tetracycline (TC), and doxycycline (DC) in animal feeds was developed. Sa... | |
| Heterologous expression and manipulation of three tetracycline biosynthetic pathways. Angew. Chem. Int. Ed. Engl. 51(44) , 11136-40, (2012) A very accommodating host: Three tetracycline biosynthetic pathways were overexpressed and manipulated in the heterologous host Streptomyces lividans K4-114. Through the inactivation of various genes ... | |
| Topical steroids for chronic wounds displaying abnormal inflammation. Ann. R. Coll. Surg. Engl. 95(4) , 291-6, (2013) Chronic, non-healing wounds are often characterised by an excessive, and detrimental, inflammatory response. We review our experience of using a combined topical steroid, antibiotic and antifungal pre... |
Synonyms
| engemycin |
| mepatar |
| Oxytetracycline Hydrochloride |
| MFCD00135815 |
| oxytetracyclin hydrochloride |
| (4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide hydrochloride (1:1) |
| oxlopar |
| EINECS 218-161-2 |
| Oxytetracycline Hydrochloride,Can be Used as Secondary Standard |
| oxytetracycline HCl |
| Oxycline |
| terramycin hydrochloride |
| (4S,4aR,5S,5aR,6S,12aS)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide hydrochloride |
| otetryn |
| TOXINAL |
| GEOMYCIN |
| tm5 |
| OTC |
