oxytocin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
oxytocin derivatives 2042 50-56-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • oxytocin
  • orasthin
  • oxystin
  • partocon
  • perlacton
  • synthetic oxytocin
A nonapeptide hormone released from the neurohypophysis (PITUITARY GLAND, POSTERIOR). It differs from VASOPRESSIN by two amino acids at residues 3 and 8. Oxytocin acts on SMOOTH MUSCLE CELLS, such as causing UTERINE CONTRACTIONS and MILK EJECTION.
  • Molecular weight: 1007.19
  • Formula: C43H66N12O12S2
  • CLOGP: 0.06
  • LIPINSKI: 3
  • HAC: 24
  • HDO: 12
  • TPSA: 399.53
  • ALOGS: -4.26
  • ROTB: 17

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
15 U N
200 U O
15 U P

ADMET properties:

PropertyValueReference
S (Water solubility) 12 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Bocci G, Oprea TI, Benet LZ

Approvals:

DateAgencyCompanyOrphan
April 17, 1980 FDA NOVARTIS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Exposure during pregnancy 873.17 33.28 361 4807 155186 63328668
Maternal exposure during pregnancy 565.52 33.28 298 4870 219764 63264090
Postpartum haemorrhage 386.38 33.28 75 5093 1906 63481948
Maternal exposure during delivery 381.57 33.28 71 5097 1429 63482425
Premature delivery 251.55 33.28 94 5074 30187 63453667
Hypotension 204.62 33.28 172 4996 272432 63211422
Caesarean section 202.44 33.28 69 5099 16963 63466891
Uterine atony 195.08 33.28 30 5138 174 63483680
Normal newborn 165.88 33.28 50 5118 8291 63475563
Uterine rupture 133.39 33.28 28 5140 1058 63482796
Ventilation perfusion mismatch 122.03 33.28 23 5145 495 63483359
Pre-eclampsia 112.37 33.28 38 5130 9095 63474759
Premature baby 94.84 33.28 42 5126 20693 63463161
Foetal exposure during pregnancy 91.81 33.28 47 5121 31915 63451939
Electrocardiogram ST segment depression 87.40 33.28 24 5144 2853 63481001
Drug ineffective 85.96 33.28 230 4938 1044535 62439319
Anaphylactoid syndrome of pregnancy 83.42 33.28 12 5156 40 63483814
Anaphylactic reaction 83.17 33.28 57 5111 66043 63417811
Amniotic cavity infection 80.31 33.28 19 5149 1244 63482610
Low birth weight baby 77.33 33.28 27 5141 7102 63476752
Bradycardia foetal 69.74 33.28 14 5154 422 63483432
Hypoxia 69.21 33.28 49 5119 59743 63424111
Placenta accreta 65.80 33.28 12 5156 214 63483640
Premature rupture of membranes 62.29 33.28 21 5147 4972 63478882
Acute pulmonary oedema 59.25 33.28 23 5145 8135 63475719
Stillbirth 56.10 33.28 21 5147 6729 63477125
Small for dates baby 55.72 33.28 18 5150 3733 63480121
Tachycardia 54.26 33.28 57 5111 118099 63365755
Uterine haemorrhage 50.42 33.28 17 5151 4024 63479830
Pulmonary oedema 50.09 33.28 39 5129 54834 63429020
Retained placenta or membranes 48.79 33.28 10 5158 335 63483519
Uterine tachysystole 48.73 33.28 7 5161 23 63483831
Failed induction of labour 48.37 33.28 10 5158 350 63483504
Endometritis 47.80 33.28 12 5156 1006 63482848
Vascular resistance systemic decreased 46.98 33.28 8 5160 94 63483760
Fatigue 44.93 33.28 9 5159 888019 62595835
Uterine hypertonus 44.22 33.28 9 5159 291 63483563
Foetal death 43.09 33.28 20 5148 10960 63472894
Mean arterial pressure decreased 42.99 33.28 8 5160 160 63483694
Hypothermia 41.97 33.28 21 5147 13560 63470294
Gestational diabetes 41.59 33.28 18 5150 8378 63475476
Disseminated intravascular coagulation 40.62 33.28 23 5145 19028 63464826
Cardiac output increased 40.49 33.28 8 5160 222 63483632
Live birth 39.23 33.28 25 5143 25605 63458249
Stroke volume increased 37.71 33.28 5 5163 7 63483847
Premature labour 37.66 33.28 19 5149 12485 63471369
Gestational hypertension 37.54 33.28 12 5156 2405 63481449
Diarrhoea 36.66 33.28 7 5161 715359 62768495
Vaginal haemorrhage 35.23 33.28 24 5144 27463 63456391
Delivery 34.85 33.28 10 5158 1393 63482461
Foetal heart rate deceleration abnormality 34.15 33.28 8 5160 501 63483353
Polyhydramnios 34.14 33.28 11 5157 2260 63481594
Foetal growth restriction 33.55 33.28 15 5153 7538 63476316

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Foetal exposure during pregnancy 378.83 106.85 89 384 38012 34918446
Premature baby 204.21 106.85 48 425 19585 34936873
Low birth weight baby 117.66 106.85 26 447 7879 34948579

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Exposure during pregnancy 814.80 36.87 275 4063 100857 79639193
Maternal exposure during pregnancy 723.05 36.87 272 4066 136266 79603784
Postpartum haemorrhage 372.45 36.87 66 4272 1529 79738521
Maternal exposure during delivery 363.25 36.87 63 4275 1283 79738767
Premature delivery 282.42 36.87 87 4251 23380 79716670
Uterine atony 202.28 36.87 29 4309 155 79739895
Caesarean section 200.78 36.87 58 4280 12477 79727573
Normal newborn 184.32 36.87 48 4290 7024 79733026
Pre-eclampsia 132.65 36.87 37 4301 7004 79733046
Ventilation perfusion mismatch 126.44 36.87 23 4315 617 79739433
Uterine rupture 104.77 36.87 20 4318 701 79739349
Amniotic cavity infection 89.93 36.87 18 4320 809 79739241
Anaphylactoid syndrome of pregnancy 89.21 36.87 12 4326 36 79740014
Electrocardiogram ST segment depression 84.44 36.87 24 4314 4854 79735196
Hypotension 79.43 36.87 108 4230 440209 79299841
Premature rupture of membranes 74.87 36.87 21 4317 4048 79736002
Stillbirth 66.39 36.87 19 4319 3936 79736114
Anaphylactic reaction 65.12 36.87 46 4292 83697 79656353
Hypoxia 62.98 36.87 49 4289 103194 79636856
Uterine haemorrhage 58.08 36.87 16 4322 2887 79737163
Placenta accreta 57.63 36.87 10 4328 203 79739847
Acute pulmonary oedema 55.84 36.87 23 4315 14207 79725843
Endometritis 55.38 36.87 12 4326 796 79739254
Bradycardia foetal 55.08 36.87 9 4329 125 79739925
Retained placenta or membranes 55.04 36.87 10 4328 266 79739784
Gestational diabetes 49.76 36.87 17 4321 6276 79733774
Foetal death 49.38 36.87 18 4320 8026 79732024
Tachycardia 48.77 36.87 54 4284 177714 79562336
Premature labour 48.64 36.87 18 4320 8372 79731678
Drug ineffective 47.41 36.87 147 4191 1080766 78659284
Live birth 46.65 36.87 22 4316 18722 79721328
Vaginal haemorrhage 46.42 36.87 23 4315 21794 79718256
Vascular resistance systemic decreased 43.88 36.87 8 4330 217 79739833
Cardiac output increased 42.25 36.87 8 4330 268 79739782
Failed induction of labour 41.99 36.87 8 4330 277 79739773
Polyhydramnios 41.54 36.87 11 4327 1709 79738341
Pulmonary oedema 41.44 36.87 36 4302 88218 79651832
Gestational hypertension 40.58 36.87 11 4327 1868 79738182
Mean arterial pressure decreased 39.65 36.87 8 4330 374 79739676
Stroke volume increased 38.61 36.87 5 4333 10 79740040
Small for dates baby 37.90 36.87 8 4330 468 79739582
Hypothermia 36.93 36.87 20 4318 22726 79717324

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G02AC01 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
UTEROTONICS
Ergot alkaloids and oxytocin incl. analogues, in combination
ATC H01BB02 SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
PITUITARY AND HYPOTHALAMIC HORMONES AND ANALOGUES
POSTERIOR PITUITARY LOBE HORMONES
Oxytocin and analogues
FDA CS M0015703 Oxytocin
FDA PE N0000009705 Increased Uterine Smooth Muscle Contraction or Tone
MeSH PA D010120 Oxytocics
MeSH PA D012102 Reproductive Control Agents
CHEBI has role CHEBI:35620 vasodilator agents
CHEBI has role CHEBI:36063 oxytocic agents
FDA EPC N0000175828 Oxytocic

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

DiseaseRelationSNOMED_IDDOID
Postpartum hemorrhage indication 47821001
Incomplete miscarriage indication 156072005
Induction of labor indication 236958009
Pregnancy with abortive outcome indication 363681007
Placental Reserve Studies off-label use
Multiple pregnancy contraindication 16356006
Grand multipara contraindication 18656007
Placenta previa contraindication 36813001 DOID:11060
Hypertensive disorder contraindication 38341003 DOID:10763
Fetal distress contraindication 130955003
Deliveries by cesarean contraindication 200144004
Finding of malposition of fetus contraindication 289365005




🐶 Veterinary Drug Use

SpeciesUseRelation
Cats Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Cats Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Cattle Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Cattle Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Cattle Contracts smooth muscle cells of the mammary gland for milk letdown Indication
Dogs Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Dogs Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Horses Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Horses Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Sheep Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Sheep Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Swine Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Swine Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Swine Contracts smooth muscle cells of the mammary gland for milk letdown Indication

🐶 Veterinary products

ProductApplicantIngredients
Oxytocin Injection Zoetis Inc. 1
Oxytocin (Label Under Distributors) Bimeda Animal Health Limited 1
Oxytocin Injectable Bimeda Animal Health Limited 1
PVL Oxytocin Injectable Bimeda Animal Health Limited 1
Oxytocin Injection Bimeda Animal Health Limited 1
Oxytocin Injection Bimeda Animal Health Limited 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.65 acidic
pKa2 12.47 acidic
pKa3 12.94 acidic
pKa4 13.18 acidic
pKa5 13.47 acidic
pKa6 13.7 acidic
pKa7 13.89 acidic
pKa8 6.4 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
Oxytocin receptor GPCR AGONIST Ki 9.10 CHEMBL CHEMBL
Vasopressin V1b receptor GPCR EC50 6.35 WOMBAT-PK
Vasopressin V2 receptor GPCR EC50 6.10 WOMBAT-PK
Oxytocin-neurophysin 1 Secreted WOMBAT-PK
Vasopressin V1a receptor GPCR EC50 6.91 WOMBAT-PK
Oxytocin receptor GPCR Ki 9.05 CHEMBL
Vasopressin V2 receptor GPCR Ki 7.21 CHEMBL
Vasopressin V1a receptor GPCR AGONIST Ki 6.10 IUPHAR

External reference:

IDSource
4018039 VUID
N0000146381 NUI
D00089 KEGG_DRUG
4018039 VANDF
C0030095 UMLSCUI
CHEBI:7872 CHEBI
CHEMBL395429 ChEMBL_ID
D010121 MESH_DESCRIPTOR_UI
DB00107 DRUGBANK_ID
2174 IUPHAR_LIGAND_ID
1480 INN_ID
1JQS135EYN UNII
439302 PUBCHEM_CID
7824 RXNORM
4537 MMSL
5223 MMSL
d00584 MMSL
001307 NDDF
112115002 SNOMEDCT_US
12369008 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0143-9742 INJECTION 10 [USPU] INTRAMUSCULAR ANDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0143-9743 INJECTION 10 [USPU] INTRAMUSCULAR ANDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0641-6114 INJECTION 10 [USPU] INTRAMUSCULAR NDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0641-6115 INJECTION 10 [USPU] INTRAMUSCULAR NDA 20 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-116 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-130 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-048 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-051 INJECTION, SOLUTION 2 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-054 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-055 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-056 INJECTION, SOLUTION 15 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-056 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-105 INJECTION, SOLUTION 2 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-170 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-233 INJECTION, SOLUTION 20 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-234 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 55154-9584 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 55154-9584 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 63323-012 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 63323-012 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections