Triapine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Triapine
Accession Number
DB11940
Type
Small Molecule
Groups
Investigational
Description

Triapine has been used in trials studying the treatment of Leukemia, Lung Cancer, Kidney Cancer, Prostate Cancer, and Pancreatic Cancer, among others.

Structure
Thumb
Synonyms
Not Available
External IDs
NSC-663249 / OCX-0191 / OCX-191 / PAN-811
Categories
UNII
U4XIL4091C
CAS number
143621-35-6
Weight
Average: 195.24
Monoisotopic: 195.057866484
Chemical Formula
C7H9N5S
InChI Key
XMYKNCNAZKMVQN-NYYWCZLTSA-N
InChI
InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)/b11-4+
IUPAC Name
[(E)-[(3-aminopyridin-2-yl)methylidene]amino]thiourea
SMILES
NC(=S)N\N=C\C1=C(N)C=CC=N1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
9571836
PubChem Substance
347828267
ChemSpider
7846300
ChEMBL
CHEMBL231616
PharmGKB
PA165858618
Wikipedia
3-Aminopyridine-2-carboxaldehyde_thiosemicarbazone

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedTreatmentAccelerated Phase Chronic Myelogenous Leukemia / Adult Acute Myeloid Leukemia With 11q23 (MLL) Abnormalities / Adult Acute Myeloid Leukemia With Inv(16)(p13;q22) / Adult Acute Myeloid Leukemia With T(15;17)(q22;q12) / Adult Acute Myeloid Leukemia With T(16;16)(p13;q22) / Adult Acute Myeloid Leukemia With T(8;21)(q22;q22) / Blastic Phase Chronic Myelogenous Leukemia / Recurrent Adult Acute Lymphoblastic Leukemia / Recurrent Adult Acute Myeloid Leukemia / Relapsing Chronic Myelogenous Leukemia / Secondary Acute Myeloid Leukemia (Secondary AML, sAML)1
1CompletedTreatmentAdenocarcinoma of the Pancreas / Stage III Pancreatic Cancer / Stage III Pancreatic Cancer AJCC v6 and v71
1CompletedTreatmentAnaplastic Large Cell Lymphoma / Angioimmunoblastic T-Cell Lymphoma / Extranodal Marginal Zone B-cell Lymphoma of Mucosa-associated Lymphoid Tissue / Intraocular Lymphoma / Nodal marginal zone B-cell lymphomas / Primary Central Nervous System Hodgkin Lymphoma / Primary Central Nervous System Non-Hodgkin Lymphoma / Recurrent Adult Burkitt Lymphoma / Recurrent Adult Diffuse Large Cell Lymphoma / Recurrent Adult Diffuse Mixed Cell Lymphoma / Recurrent Adult Diffuse Small Cleaved Cell Lymphoma / Recurrent Adult Hodgkin's Lymphoma / Recurrent Adult Immunoblastic Large Cell Lymphoma / Recurrent Adult Lymphoblastic Lymphoma / Recurrent Adult T-Cell Leukemia/Lymphoma / Recurrent Cutaneous T-Cell Non-Hodgkin Lymphoma / Recurrent Grade 1 Follicular Lymphoma / Recurrent Grade 2 Follicular Lymphoma / Recurrent Grade 3 Follicular Lymphoma / Recurrent Mantle Cell Lymphoma / Recurrent Marginal Zone Lymphoma / Recurrent Mycosis Fungoides/Sezary Syndrome / Recurrent Small Lymphocytic Lymphoma / Small Intestine Lymphoma / Splenic Marginal Zone Lymphoma / Stage III Adult Burkitt Lymphoma / Stage III Adult Diffuse Large Cell Lymphoma / Stage III Adult Diffuse Mixed Cell Lymphoma / Stage III Adult Diffuse Small Cleaved Cell Lymphoma / Stage III Adult Hodgkin Lymphoma / Stage III Adult Immunoblastic Large Cell Lymphoma / Stage III Adult Lymphoblastic Lymphoma / Stage III Adult T-Cell Leukemia/Lymphoma / Stage III Cutaneous T-Cell Non-Hodgkin Lymphoma / Stage III Grade 1 Follicular Lymphoma / Stage III Grade 2 Follicular Lymphoma / Stage III Grade 3 Follicular Lymphoma / Stage III Mantle Cell Lymphoma / Stage III Marginal Zone Lymphoma / Stage III Mycosis Fungoides/Sezary Syndrome / Stage III Small Lymphocytic Lymphoma / Stage IV Adult Burkitt Lymphoma / Stage IV Adult Diffuse Large Cell Lymphoma / Stage IV Adult Diffuse Mixed Cell Lymphoma / Stage IV Adult Diffuse Small Cleaved Cell Lymphoma / Stage IV Adult Hodgkin Lymphoma / Stage IV Adult Immunoblastic Large Cell Lymphoma / Stage IV Adult Lymphoblastic Lymphoma / Stage IV Adult T-Cell Leukemia/Lymphoma / Stage IV Cutaneous T-Cell Non-Hodgkin Lymphoma / Stage IV Grade 1 Follicular Lymphoma / Stage IV Grade 2 Follicular Lymphoma / Stage IV Grade 3 Follicular Lymphoma / Stage IV Mantle Cell Lymphoma / Stage IV Marginal Zone Lymphoma / Stage IV Mycosis Fungoides/Sezary Syndrome / Stage IV Small Lymphocytic Lymphoma / Unspecified Adult Solid Tumor, Protocol Specific / Waldenström's Macroglobulinemia (WM)1
1CompletedTreatmentLeukemias / Myelodysplastic Syndromes / Myelodysplastic/Myeloproliferative Diseases1
1CompletedTreatmentLeukemias / Myelodysplastic Syndromes / Myelodysplastic/Myeloproliferative Neoplasms1
1CompletedTreatmentRecurrent Cervical Cancer / Recurrent Ovarian Epithelial Cancer / Recurrent Vaginal Cancer / Recurrent Vulvar Cancer / Stage III Vaginal Cancer / Stage IIIA Cervical Cancer / Stage IIIA Ovarian Epithelial Cancer / Stage IIIA Vulvar Cancer / Stage IIIB Cervical Cancer / Stage IIIB Ovarian Epithelial Cancer / Stage IIIB Vulvar Cancer / Stage IIIC Ovarian Epithelial Cancer / Stage IIIC Vulvar Cancer / Stage IV Ovarian Epithelial Cancer / Stage IVA Cervical Cancer / Stage IVA Vaginal Cancer / Stage IVB Cervical Cancer / Stage IVB Vaginal Cancer1
1CompletedTreatmentUnspecified Adult Solid Tumor, Protocol Specific7
1SuspendedTreatmentAdenocarcinoma of the Cervix / Adenosquamous carcinoma of the cervix / Cervical Squamous Cell Carcinoma / Cervical Squamous Cell Carcinoma, Not Otherwise Specified / Stage IB Vulvar Cancer / Stage IB Vulvar Cancer AJCC v7 / Stage IB2 Cervical Cancer / Stage IB2 Cervical Cancer AJCC v6 and v7 / Stage II Vulvar Cancer / Stage II Vulvar Cancer AJCC v7 / Stage IIA1 Cervical Cancer / Stage IIA1 Cervical Cancer AJCC v7 / Stage IIA2 Cervical Cancer / Stage IIA2 Cervical Cancer AJCC v7 / Stage IIB Cervical Cancer / Stage IIB Cervical Cancer AJCC v6 and v7 / Stage IIIA Cervical Cancer / Stage IIIA Cervical Cancer AJCC v6 and v7 / Stage IIIA Vulvar Cancer / Stage IIIA Vulvar Cancer AJCC v7 / Stage IIIB Cervical Cancer / Stage IIIB Cervical Cancer AJCC v6 and v7 / Stage IIIB Vulvar Cancer / Stage IIIB Vulvar Cancer AJCC v7 / Stage IIIC Vulvar Cancer / Stage IIIC Vulvar Cancer AJCC v7 / Stage IVA Cervical Cancer / Stage IVA Cervical Cancer AJCC v6 and v7 / Stage IVA Vulvar Cancer / Stage IVA Vulvar Cancer AJCC v7 / Vulvar Adenocarcinoma / Vulvar Squamous Cell Carcinoma1
2Active Not RecruitingTreatmentAdenocarcinoma of the Cervix / Adenosquamous carcinoma of the cervix / Cervical Squamous Cell Carcinoma / Stage IB2 Cervical Cancer / Stage II Vaginal Cancer / Stage IIA1 Cervical Cancer / Stage IIA2 Cervical Cancer / Stage IIB Cervical Cancer / Stage III Vaginal Cancer / Stage IIIA Cervical Cancer / Stage IIIB Cervical Cancer / Stage IVA Cervical Cancer / Stage IVA Vaginal Cancer / Vaginal Adenocarcinoma / Vaginal Adenosquamous Carcinoma / Vaginal Squamous Cell Carcinoma1
2CompletedTreatmentAccelerated Phase Chronic Myelogenous Leukemia / Atypical Chronic Myeloid Leukemia, BCR-ABL1 Negative / Blastic Phase Chronic Myelogenous Leukemia / Chronic Eosinophilic Leukemia (CEL) / Chronic Myelomonocytic Leukemia / Essential Thrombocythemia (ET) / Philadelphia Chromosome Negative Chronic Myelogenous Leukemia / Polycythemia Vera (PV) / Primary Myelofibrosis / Relapsing Chronic Myelogenous Leukemia1
2CompletedTreatmentAcinar Cell Adenocarcinoma of the Pancreas / Duct Cell Adenocarcinoma of the Pancreas / Recurrent Pancreatic Cancer / Stage III Pancreatic Cancer / Stage IV Pancreatic Cancer1
2CompletedTreatmentAdenocarcinoma of the Esophagus / Recurrent Esophageal Cancer / Stage IV Esophageal Cancer1
2CompletedTreatmentLung Cancers2
2CompletedTreatmentMalignant Neoplasm of Pancreas2
2CompletedTreatmentNon-Small Cell Lung Cancer Recurrent1
2CompletedTreatmentPrimary Peritoneal Cavity Cancer / Recurrent Ovarian Epithelial Cancer / Stage III Ovarian Epithelial Cancer / Stage IV Ovarian Epithelial Cancer1
2CompletedTreatmentProstate Cancer1
2CompletedTreatmentRecurrent Cervical Cancer / Recurrent Vaginal Cancer / Stage IB Cervical Cancer / Stage II Vaginal Cancer / Stage IIA Cervical Cancer / Stage IIB Cervical Cancer / Stage III Cervical Cancer / Stage III Vaginal Cancer / Stage IVA Cervical Cancer / Stage IVA Vaginal Cancer / Stage IVB Cervical Cancer / Stage IVB Vaginal Cancer / Therapy-Related Toxicity1
2CompletedTreatmentRenal Cancers1
2CompletedTreatmentStage II Gallbladder Cancer / Stage IIIA Gallbladder Cancer / Stage IIIB Gallbladder Cancer / Stage IVA Gallbladder Cancer / Stage IVB Gallbladder Cancer1
2RecruitingTreatmentAdenocarcinoma of the Cervix / Adenosquamous carcinoma of the cervix / Cervical Squamous Cell Carcinoma / Cervical Squamous Cell Carcinoma, Not Otherwise Specified / Stage IB2 Cervical Cancer / Stage IB2 Cervical Cancer AJCC v6 and v7 / Stage II Cervical Cancer / Stage II Cervical Cancer AJCC v7 / Stage II Vaginal Cancer / Stage II Vaginal Cancer AJCC v6 and v7 / Stage IIA Cervical Cancer / Stage IIA Cervical Cancer AJCC v7 / Stage IIB Cervical Cancer / Stage IIB Cervical Cancer AJCC v6 and v7 / Stage III Vaginal Cancer / Stage III Vaginal Cancer AJCC v6 and v7 / Stage IIIB Cervical Cancer / Stage IIIB Cervical Cancer AJCC v6 and v7 / Stage IVA Cervical Cancer / Stage IVA Cervical Cancer AJCC v6 and v7 / Stage IVA Vaginal Cancer / Stage IVA Vaginal Cancer AJCC v6 and v7 / Stage IVB Vaginal Cancer / Stage IVB Vaginal Cancer AJCC v6 and v7 / Vaginal Adenocarcinoma / Vaginal Adenosquamous Carcinoma / Vaginal Squamous Cell Carcinoma, Not Otherwise Specified1
2TerminatedTreatmentMale Breast Cancer / Recurrent Breast Cancer / Stage IV Breast Cancer1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.323 mg/mLALOGPS
logP0.74ALOGPS
logP0.29ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)11.67ChemAxon
pKa (Strongest Basic)4.95ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area89.32 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity56.39 m3·mol-1ChemAxon
Polarizability19.8 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as aminopyridines and derivatives. These are organic heterocyclic compounds containing an amino group attached to a pyridine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Aminopyridines and derivatives
Direct Parent
Aminopyridines and derivatives
Alternative Parents
Thiosemicarbazones / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organosulfur compounds / Hydrocarbon derivatives
Substituents
Aminopyridine / Thiosemicarbazone / Heteroaromatic compound / Azacycle / Organic nitrogen compound / Hydrocarbon derivative / Primary amine / Organosulfur compound / Organonitrogen compound / Amine
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on October 20, 2016 15:02 / Updated on November 02, 2018 07:17