Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H24N2O9.2H2O |
Molecular Weight | 496.4645 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C
InChI
InChIKey=SRRPEXWCHWWJOC-JEKSYDDFSA-N
InChI=1S/C22H24N2O9.2H2O/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);2*1H2/t12-,13-,14+,17+,21-,22+;;/m1../s1
Oxytetracycline, a tetracycline analog isolated from the actinomycete streptomyces rimosus, was the second of the broad-spectrum tetracycline group of antibiotics to be discovered The drug is used for the prophylaxis and local treatment of superficial ocular infections due to oxytetracycline- and polymyxin-sensitive organisms for animal use only. These infections include the following: Ocular infections due to streptococci, rickettsiae E. coli, and A. aerogenes (such as conjunctivitis, keratitis, pinkeye, corneal ulcer, and blepharitis in dogs); ocular infections due to secondary bacterial complications associated with distemper in dogs; and ocular infections due to bacterial inflammatory conditions which may occur secondary to other diseases in dogs. Allergic reactions may occasionally occur. Treatment should be discontinued if reactions are severe. If new infections due to nonsensitive bacteria or fungi appear during therapy, appropriate measures should be taken. Oxytetracycline inhibits cell growth by inhibiting translation. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic and can easily pass through the cell membrane or passively diffuses through porin channels in the bacterial membrane.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2363135 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6163479 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | TERRAMYCIN W/ POLYMYXIN B SULFATE Approved UseTerramycin Ophthalmic Ointment with Polymyxin B Sulfate is indicated for the prophylaxis and local treatment of superficial ocular infections due to oxytetracycline- and polymyxin-sensitive organisms, including infections due to streptococci, rickettsiae, E. coli, and A. aerogenes, such as conjunctivitis, keratitis, pink eye, corneal ulcer, blepharitis in dogs, cats, cattle, sheep, and horses; ocular infections due to secondary bacterial complications of distemper in dogs, and bacterial inflammatory conditions which may occur secondary to other infectious diseases in the above species. |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
15 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31185241/ |
250 mg/kg bw single, oral dose: 250 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered: |
OXYTETRACYCLINE plasma | Oryctolagus cuniculus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
90.72 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31185241/ |
250 mg/kg bw single, oral dose: 250 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered: |
OXYTETRACYCLINE plasma | Oryctolagus cuniculus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2.46 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31185241/ |
250 mg/kg bw single, oral dose: 250 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered: |
OXYTETRACYCLINE plasma | Oryctolagus cuniculus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Other AEs: Nausea, Diarrhoea... Other AEs: Nausea (grade 1-2, 15 patients) Sources: Diarrhoea (grade 1-2, 13 patients) Rash (grade 1-2, 1 patient) Lassitude (grade 1-2, 1 patient) Nausea (grade 3, 10 patients) Diarrhoea (grade 3, 5 patients) Nausea (grade 4, 1 patient) Diarrhoea (grade 4, 1 patient) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Lassitude | grade 1-2, 1 patient | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Rash | grade 1-2, 1 patient | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Diarrhoea | grade 1-2, 13 patients | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Nausea | grade 1-2, 15 patients | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Nausea | grade 3, 10 patients | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Diarrhoea | grade 3, 5 patients | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Diarrhoea | grade 4, 1 patient | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
Nausea | grade 4, 1 patient | 250 mg 4 times / day steady, oral Recommended Dose: 250 mg, 4 times / day Route: oral Route: steady Dose: 250 mg, 4 times / day Sources: |
unhealthy, adult n = 369 Health Status: unhealthy Condition: cough and cold Age Group: adult Sex: unknown Population Size: 369 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Oxytetracycline nephrotoxicosis in two dogs. | 1980 Mar 15 |
|
Screening for new compounds with antiherpes activity. | 1984 Oct |
|
In vitro cultivation of Cryptosporidium parvum and screening for anticryptosporidial drugs. | 1990 Aug |
|
Contact allergies to topical corticosteroids. | 1993 Mar |
|
Cholestatic hepatitis associated with flucloxacillin. | 1993 May 3 |
|
Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | 1996 Dec |
|
Minocycline-induced chronic interstitial nephritis? | 1996 Mar |
|
Oxytetracycline-induced nephrotoxicosis in dogs after intravenous administration for experimental bone labeling. | 1996 Oct |
|
Identification of HIV-1 integrase inhibitors via three-dimensional database searching using ASV and HIV-1 integrases as targets. | 2000 Oct |
|
Human organic anion transporters mediate the transport of tetracycline. | 2002 Jan |
|
In vitro effects of oxytetracycline on matrix metalloproteinase-1 mRNA expression and on collagen gel contraction by cultured myofibroblasts obtained from the accessory ligament of foals. | 2004 Apr |
|
Risk of cholestatic liver disease associated with flucloxacillin and flucloxacillin prescribing habits in the UK: cohort study using data from the UK General Practice Research Database. | 2005 Jul |
|
Drug treatment during pregnancy and isolated orofacial clefts in hungary. | 2007 Mar |
|
Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents. | 2010 Jul |
|
Environmental impact on vascular development predicted by high-throughput screening. | 2011 Nov |
|
Effect of pharmaceuticals exposure on acetylcholinesterase (AchE) activity and on the expression of AchE gene in the monogonont rotifer, Brachionus koreanus. | 2013 Nov |
Patents
Sample Use Guides
For Animal Use Only: topically to the eye 2–4 times daily.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25019386
It was investigated the possible toxic mechanism of oxytetracycline (OTC) on the human red blood cells (hRBCs). The experimental results indicate that OTC can cause a decline in the function of the antioxidant defense system of hRBCs, resulting in oxidative stress. OTC can bring about morphological changes to hRBCs, and further leads to hemolysis, when the concentration of OTC is over 8×10(-5) M (about 164 µg/ml). At a low OTC concentration, below 4×10(-5) M (82 µg/ml), OTC can enhance the activity of ATP enzyme of hRBCs, known as hormesis. However, at a high concentration, above 4×10(-5) M (about 82 µg/ml), the ATP enzymatic activity was inhibited, affecting the function of hRBCs.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
D06AA03
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QG51AG06
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QG01AA07
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
NCI_THESAURUS |
C1595
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 556.500
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 520.1660
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QS01AA04
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-ATC |
S01AA04
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-ATC |
J01AA56
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 520.1660D
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 520.1660A
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 524.1662A
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 522.1660A
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QG51AA01
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 558.455
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QD06AA03
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 524.1662B
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 333.120
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 558.450
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QD06AA53
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
NDF-RT |
N0000175505
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-ATC |
G01AA07
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
LIVERTOX |
NBK547920
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QJ01AA06
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 522.1660B
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-VATC |
QJ51AA06
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-ATC |
J01AA20
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 524.1662
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 522.1660
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
WHO-ATC |
J01AA06
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
||
|
CFR |
21 CFR 522.1664
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
266974
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
2041
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
SUB03601MIG
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
1491004
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
DB00595
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
X20I9EN955
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
133011
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
OXYTETRACYCLINE
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | Description: A pale yellow, crystalline powder; odourless. Solubility: Very slightly soluble in water; sparingly soluble in ethanol (~750 g/l) TS; freely soluble in dilute acids and alkalis. Category: Antibacterial drug. Storage: Oxytetracycline dihydrate should be kept in a tightly closed container, protected from light.Labelling: The designation sterile Oxytetracycline dihydrate indicates that the substance complies with the additional requirements for sterile Oxytetracycline dihydrate and may be used for parenteral administration or for other sterile applications.Additional information: Oxytetracycline dihydrate darkens on exposure to strong sunlight. It deteriorates in solutions having a pH below 2 and is rapidly destroyed by alkali hydroxide solutions.Definition: Oxytetracycline dihydrate contains not less than 920 International Units of Oxytetracycline per mg, calculated withreference to the anhydrous substance. | ||
|
6153-64-6
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
DTXSID4023412
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
oxytetracycline
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
100000085515
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
D010118
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
757262
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
Oxytetracycline
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
OXYTETRACYCLINE
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
C61872
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
X20I9EN955
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY | |||
|
7821
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
ALTERNATIVE | |||
|
CHEMBL1517
Created by
admin on Fri Dec 15 15:06:01 GMT 2023 , Edited by admin on Fri Dec 15 15:06:01 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD