oxytetracycline ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antibiotics, protein-synthesis inhibitors, tetracycline derivatives 2041 79-57-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • oxytetracycline
  • oxytetracycline calcium
  • oxytetracycline hydrochloride
  • oxytetracycline anhydrous
  • oxytetracycline dihydrate
  • oxytetracycline HCl
  • terramycin
  • oxytetracycline (monoalkyl trimethyl ammonium salt)
A TETRACYCLINE analog isolated from the actinomycete STREPTOMYCES RIMOSUS and used in a wide variety of clinical conditions.
  • Molecular weight: 460.44
  • Formula: C22H24N2O9
  • CLOGP: -2.02
  • LIPINSKI: 2
  • HAC: 11
  • HDO: 7
  • TPSA: 201.85
  • ALOGS: -2.52
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1 g O
1 g P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 72.32 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 4 Bocci G, Oprea TI, Benet LZ
BA (Bioavailability) 58 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.70 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 2 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.90 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 10 hours Lombardo F, Berellini G, Obach RS
S (Water solubility) 0.20 mg/mL Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
Sept. 8, 1964 FDA PFIZER

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A01AB25 ALIMENTARY TRACT AND METABOLISM
STOMATOLOGICAL PREPARATIONS
STOMATOLOGICAL PREPARATIONS
Antiinfectives and antiseptics for local oral treatment
ATC D06AA03 DERMATOLOGICALS
ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
ANTIBIOTICS FOR TOPICAL USE
Tetracycline and derivatives
ATC G01AA07 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Antibiotics
ATC J01AA06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
TETRACYCLINES
Tetracyclines
ATC J01AA56 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
TETRACYCLINES
Tetracyclines
ATC S01AA04 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Antibiotics
FDA CS M0021223 Tetracyclines
FDA EPC N0000175505 Tetracycline-class Antimicrobial
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Trachoma indication 2576002 DOID:11265
Actinomycotic infection indication 11817007 DOID:8478
Infection of skin AND/OR subcutaneous tissue indication 19824006
Gingivostomatitis indication 20607006
Acute gonococcal cervicitis indication 20943002 DOID:10615
Granuloma inguinale indication 28867007 DOID:9113
Acute gonococcal urethritis indication 29864006
Acute gonococcal epididymo-orchitis indication 30168008 DOID:10802
Bronchitis indication 32398004 DOID:6132
Sinusitis indication 36971009
Gonorrhea of rectum indication 42746002
Acute gonococcal endometritis indication 65295003 DOID:7527
Urinary tract infectious disease indication 68566005
Yaws indication 70647001 DOID:10371
Gonorrhea of pharynx indication 74372003
Rickettsialpox indication 75096007 DOID:11103
Ornithosis indication 75116005 DOID:11262
Brucellosis indication 75702008 DOID:11077
Syphilis indication 76272004
Bacterial conjunctivitis indication 128350005 DOID:9700
Rocky Mountain spotted fever indication 186772009
Q fever indication 186788009 DOID:11100
Lymphogranuloma venereum indication 186946009 DOID:13819
Pneumonia indication 233604007 DOID:552
Inclusion conjunctivitis indication 266109000
Infective otitis media indication 312218008
Bacterial keratitis indication 314557000
Pharyngitis indication 405737000 DOID:2275
Anthrax indication 409498004 DOID:7427
Relapsing fever indication 420079008 DOID:13034
Chlamydia trachomatis infection of genital structure indication 428015005
Rectal Chlamydia Trachomatis Infection indication
Typhus Infections indication
Superficial Ocular Infection indication
Tularemia off-label use 19265001
Enterocolitis off-label use 43752006
Pneumonia due to Mycoplasma pneumoniae off-label use 46970008
Plague off-label use 58750007 DOID:3482
Cholangitis off-label use 82403002 DOID:9446
Chlamydial infection off-label use 105629000
Infectious disease of abdomen off-label use 128070006
Ocular rosacea off-label use 200933006
Complete atrioventricular block contraindication 27885002
Shock contraindication 27942005
Hypovolemia contraindication 28560003
Glomerulonephritis contraindication 36171008 DOID:2921
Acute hepatitis contraindication 37871000
Hypokalemia contraindication 43339004
Uremia contraindication 44730006 DOID:4676
Stokes-Adams syndrome contraindication 46935006
Chronic heart failure contraindication 48447003
Atrial fibrillation contraindication 49436004 DOID:0060224
Sinus bradycardia contraindication 49710005
Acute nephropathy contraindication 58574008
Wolff-Parkinson-White pattern contraindication 74390002 DOID:384
Decreased respiratory function contraindication 80954004
Kidney disease contraindication 90708001 DOID:557
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Partial atrioventricular block contraindication 195039008
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Hypoxia contraindication 389086002
Pseudomembranous enterocolitis contraindication 397683000
Breastfeeding (mother) contraindication 413712001
Reduced Hepatic Blood Flow contraindication
Lidocaine Toxicity contraindication




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Bees American foulbrood caused by Paenibacillus larvae Indication
Bees European foulbrood caused by Streptococcus pluton Indication
Cats Bacterial pneumonia caused by Brucella bronchiseptica Indication
Cats Tonsillitis caused by Streptococcus hemolyticus Indication
Cats Bacterial enteritis caused by Escherichia coli Indication
Cats Urinary tract infections caused by Escherichia coli Indication
Cats Wound infections caused by Staphylococcus aureus Indication
Cattle Pneumonia and shipping fever complex associated with Pasteurella species Indication
Cattle Pneumonia and shipping fever complex associated with Actinobacillus pleuropneumoniae Indication
Cattle Pneumonia and shipping fever complex associated with Klebsiella species Indication
Cattle Foot-rot caused by Spherophorus necrophorus Indication
Cattle Diphtheria caused by Spherophorus necrophorus Indication
Cattle Bacterial enteritis caused by Salmonella typhimurium Indication
Cattle Bacterial enteritis caused by Escherichia coli Indication
Cattle Wooden tongue caused by Actinobacillus lignieresi Indication
Cattle Leptospirosis caused by Leptospira pomona Indication
Cattle Wound infections caused by staphylococcal and streptococcal organisms Indication
Cattle Acute metritis caused by staphylococcal and streptococcal organisms Indication
Cattle Reduction of the incidence of liver abscesses Indication
Cattle Anaplasmosis caused by Anaplasma marginale Indication
Cattle Anthrax caused by Bacillus anthracis Indication
Cattle Bovine keratoconjunctivitis (pinkeye) caused by Moraxella bovis Indication
Chickens Air sacculitis (air-sac disease chronic respiratory disease) caused by Mycoplasma gallisepticum Indication
Chickens Air sacculitis (air-sac disease chronic respiratory disease) caused by Escherichia coli Indication
Chickens Cholera caused by Pasteurella multocida Indication
Chickens Infectious sinusitis caused by Mycoplasma gallisepticum Indication
Chickens Infectious synovitis caused by Mycoplasma synoviae Indication
Dogs Bacterial pneumonia caused by Brucella bronchiseptica Indication
Dogs Tonsillitis caused by Streptococcus hemolyticus Indication
Dogs Bacterial enteritis caused by Escherichia coli Indication
Dogs Urinary tract infections caused by Staphylococcus species Indication
Dogs Urinary tract infections caused by Escherichia coli Indication
Dogs Wound infections caused by Staphylococcus aureus Indication
Fish - Catfish Bacterial hemorrhagic septicemia caused by Aeromonas hydrophila Indication
Fish - Catfish Pseudomonas disease Indication
Fish - Finfish Skeletal marking of finfish fry and fingerlings Indication
Fish - Freshwater-reared Oncorhynchus mykiss Columnaris disease associated with Flavobacterium columnare Indication
Fish - Freshwater-reared Salmonids Coldwater disease associated with Flavobacterium psychrophilum Indication
Fish - Pacific Salmon Marking of skeletal tissue Indication
Fish - Salmonids Ulcer disease caused by Haemophilus piscium Indication
Fish - Salmonids Furunculosis caused by Aeromonas salmonicida Indication
Fish - Salmonids Bacterial hemorrhagic septicemia caused by Aeromonas hydrophila Indication
Fish - Salmonids Pseudomonas disease Indication
Horses No Use Class Stated Or Implied Indication
Lobsters Gaffkemia caused by Aerococcus viridans Indication
Sheep Bacterial enteritis caused by Escherichia coli Indication
Sheep Bacterial pneumonia caused by Pasteurella multocida Indication
Swine Leptospirosis caused by Leptospira pomona Indication
Swine Bacterial enteritis caused by Escherichia coli Indication
Swine Bacterial enteritis caused by Escherichia coli Indication
Swine Bacterial pneumonia caused by Pasteurella multocida Indication
Swine Bacterial enteritis caused by Salmonella choleraesuis Indication
Turkeys Complicating bacterial organisms associated with bluecomb Indication
Turkeys Hexamitiasis caused by Hexamita meleagridis Indication
Turkeys Iinfectious synovitis caused by Mycoplasma synoviae Indication
Turkeys Air sacculitis (air-sac disease chronic respiratory disease) caused by Mycoplasma gallisepticum Indication
Turkeys Cholera caused by Pasteurella multocida Indication
Turkeys Infectious sinusitis caused by Mycoplasma gallisepticum Indication
Turkeys Air sacculitis (air-sac disease chronic respiratory disease) caused by Escherichia coli Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Terramycin Vet Capsules Zoetis Inc. 1
TERRAMYCIN-343, TERRAMYCIN, TERRAMYCIN Soluble Powder Concentrate Zoetis Inc. 1
Terramycin Ophthalmic Ointment with Polymyxin Zoetis Inc. 2
Liquamycin Injectable, Terramycin Injectable Zoetis Inc. 1
TM-50 , TM-50 D , TM-100 , TM-100D Phibro Animal Health Corp. 1
Terramycin Scours Tablets Zoetis Inc. 1
Liquamycin Intramuscular Zoetis Inc. 2
Liqua-Cortril Spray, Terra-Cortril Spray Zoetis Inc. 2
MAGNA-TERRAMYCIN Soluble Powder Zoetis Inc. 2
OXY WS Phibro Animal Health Corp. 1
Terramycin 100 for Fish, Terramycin 200 for Fish Phibro Animal Health Corp. 1
Oxyject Cronus Pharma Specialities India Private Limited 1
MGA (liquid) and TM Zoetis Inc. 2
MGA and TM Zoetis Inc. 2
Bio-Mycin, Oxy-Tet 50 Cronus Pharma Specialities India Private Limited 1
Oxytetracycline-50 Huvepharma EOOD 1
Aquachel 100 mg Zoetis Inc. 2
Rachelle Oxyvet Injection Zoetis Inc. 1
Liquamycin 100, Terramycin 100 Zoetis Inc. 1
Neo-Terramycin 100/100, Neo-Terramycin 100/100D, Neo-Terramycin 50/50, Neo-Terramycin 50/50D Phibro Animal Health Corp. 2
Terramycin 10, Terramycin 30, Terramycin 50, Terramycin 100, Terramycin 200, Terramycin 200 Granular, Terramycin 100MR Phibro Animal Health Corp. 1
Bio-Mycin C, Oxy-Tet Injection Boehringer lngelheim Animal Health USA Inc. 1
Oxyject 100 Cronus Pharma Specialities India Private Limited 1
Coban/TM Phibro Animal Health Corp. 2
Aquachel-100, Oxyvet-100 Zoetis Inc. 1
TM plus Robenz Phibro Animal Health Corp. 2
Medamycin Injectable Cronus Pharma Specialities India Private Limited 1
Liquamycin LA-200, Liquamycin LA-200 (Rx) Zoetis Inc. 1
Compudose 200, Encore (Compudose 400 ) Elanco US Inc. 2
OXYMarine, Oxytet Soluble Huvepharma EOOD 1
Pennox 50, Pennox 100-MR, Pennox 100 Hi-Flo, Pennox 200 Hi-Flo Pharmgate Inc. 1
Neo-Oxy 100/100 MR, Neo-Oxy 50/50 Pharmgate Inc. 2
TM plus Bio-Cox Phibro Animal Health Corp. 2
BOVATEC and TM Zoetis Inc. 2
Oxytetracycline Hydrochloride Injection Bimeda Animal Health Limited 1
OXY 1000 Calf Bolus, OXY 500 Calf Bolus Boehringer lngelheim Animal Health USA Inc. 1
Noromycin 300 LA, TETRADURE 300 Norbrook Laboratories, Ltd. 1
Mecadox and Terramycin Phibro Animal Health Corp. 2
Hexasol Injection Norbrook Laboratories, Ltd. 2
Bio-Mycin 200 , Oxy-Tet 200 Injectable Solution Boehringer lngelheim Animal Health USA Inc. 1
Pennox 343 Pharmgate Inc. 1
AGRIMYCIN-343 Huvepharma EOOD 1
Oxytetracycline Hydrochloride Injection Huvepharma EOOD 1
Sacox / Terramycin Huvepharma EOOD 2
Oxytetracycline Injection, Oxytetracycline Injection Bimeda Animal Health Limited 1
Maxim-200 Injection, Oxytetracycline Hydrochloride Injection 200mg Huvepharma EOOD 1
Agrimycin - 200 Huvepharma EOOD 1
Tetroxy HCA-280, Tetroxy HCA-1772, Tetroxy HCA-1400 Bimeda Animal Health Limited 1
Tetroxy 25 Bimeda Animal Health Limited 1
Oxytetracycline 200, Pennox 200 Pharmgate Inc. 1
Tetroxy 343 Bimeda Animal Health Limited 1
Oxytetracycline Injection 200 Norbrook Laboratories, Ltd. 1
Oxytet 100 Norbrook Laboratories, Ltd. 1
Tetroxy Aquatic Bimeda Animal Health Limited 1
Tetroxy-LA Bimeda Animal Health Limited 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.29 acidic
pKa2 7.19 acidic
pKa3 9.79 acidic
pKa4 11.29 acidic
pKa5 12.0 acidic
pKa6 12.56 acidic
pKa7 13.24 acidic
pKa8 9.06 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
30S ribosomal protein S4 Ribosomal protein WOMBAT-PK
30S ribosomal protein S9 Ribosomal protein WOMBAT-PK

External reference:

IDSource
4018624 VUID
N0000146937 NUI
D00205 KEGG_DRUG
4018623 VANDF
4018624 VANDF
4018625 VANDF
C0030092 UMLSCUI
CHEBI:133011 CHEBI
OTC PDB_CHEM_ID
CHEMBL1517 ChEMBL_ID
D010118 MESH_DESCRIPTOR_UI
DB00595 DRUGBANK_ID
10919 IUPHAR_LIGAND_ID
13303-91-8 SECONDARY_CAS_RN
2058-46-0 SECONDARY_CAS_RN
X20I9EN955 UNII
54675779 PUBCHEM_CID
1545999 RXNORM
2370 MMSL
33508 MMSL
5221 MMSL
5222 MMSL
d01070 MMSL
002742 NDDF
002743 NDDF
002744 NDDF
1269152006 SNOMEDCT_US
22969001 SNOMEDCT_US
372675006 SNOMEDCT_US
395819008 SNOMEDCT_US
442345001 SNOMEDCT_US
54729007 SNOMEDCT_US
CHEMBL3989568 ChEMBL_ID
CHEMBL1607480 ChEMBL_ID
103 INN_ID
6153-64-6 SECONDARY_CAS_RN

Pharmaceutical products:

None