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IdentificationPharmacologyInteractionsReferencesTrialsEconomicsPropertiesSpectraTaxonomyPinacidil
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Name
- Pinacidil
- Accession Number
- DB06762
- Type
- Small Molecule
- Groups
- Approved
- Description
Pinacidil is a cyanoguanidine drug that opens ATP-sensitive potassium channels producing peripheral vasodilatation of arterioles. It reduces blood pressure and peripheral resistance and produces fluid retention.
- Structure
- Synonyms
- Pinacidil anhydrous
- External IDs
- P-1134 / S-1230
- Product Ingredients
Ingredient UNII CAS InChI Key Pinacidil monohydrate 7B0ZZH8P2W 85371-64-8 AFJCNBBHEVLGCZ-UHFFFAOYSA-N - International/Other Brands
- Pindac (Leo Pharm)
- Categories
- UNII
- BB4UGO5K0D
- CAS number
- 60560-33-0
- Weight
- Average: 245.33
Monoisotopic: 245.164045632 - Chemical Formula
- C13H19N5
- InChI Key
- IVVNZDGDKPTYHK-UHFFFAOYSA-N
- InChI
- InChI=1S/C13H19N5/c1-10(13(2,3)4)17-12(16-9-14)18-11-5-7-15-8-6-11/h5-8,10H,1-4H3,(H2,15,16,17,18)
- IUPAC Name
- (E)-N''-cyano-N'-(3,3-dimethylbutan-2-yl)-N-(pyridin-4-yl)guanidine
- SMILES
- CC(N\C(NC1=CC=NC=C1)=N/C#N)C(C)(C)C
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
Drug Interaction (R)-warfarin The metabolism of (R)-warfarin can be decreased when combined with Pinacidil. (S)-Warfarin The metabolism of (S)-Warfarin can be decreased when combined with Pinacidil. 1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid 1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid may increase the hypotensive activities of Pinacidil. 1-benzylimidazole 1-benzylimidazole may decrease the antihypertensive activities of Pinacidil. 2,5-Dimethoxy-4-ethylamphetamine 2,5-Dimethoxy-4-ethylamphetamine may decrease the antihypertensive activities of Pinacidil. 2,5-Dimethoxy-4-ethylthioamphetamine 2,5-Dimethoxy-4-ethylthioamphetamine may decrease the antihypertensive activities of Pinacidil. 3,4-Methylenedioxyamphetamine 3,4-Methylenedioxyamphetamine may decrease the antihypertensive activities of Pinacidil. 3,5-diiodothyropropionic acid The metabolism of 3,5-diiodothyropropionic acid can be decreased when combined with Pinacidil. 4-Bromo-2,5-dimethoxyamphetamine 4-Bromo-2,5-dimethoxyamphetamine may decrease the antihypertensive activities of Pinacidil. 4-hydroxycoumarin The metabolism of 4-hydroxycoumarin can be decreased when combined with Pinacidil. - Food Interactions
- Not Available
References
- General References
- Hansen PR: [Pinacidil (Pindac). A peripheral vasodilator agent with a new mechanism of action]. Ugeskr Laeger. 1989 Oct 30;151(44):2906-8. [PubMed:2588385]
- Ahnfelt-Ronne I: Pinacidil. Preclinical investigations. Drugs. 1988;36 Suppl 7:4-9. [PubMed:3076134]
- Koliopoulos K, Papadoyannis DE, Karatzas NB: Pinacidil, a new vasodilator, in the treatment of patients with moderate to severe hypertension. Eur J Clin Pharmacol. 1984;27(3):287-9. [PubMed:6510455]
- External Links
- ChemSpider
- 4660
- BindingDB
- 50240750
- ChEBI
- 91706
- ChEMBL
- CHEMBL1159
- Wikipedia
- Pinacidil
- ATC Codes
- C02DG01 — Pinacidil
- C02DG — Guanidine derivatives
- C02D — ARTERIOLAR SMOOTH MUSCLE, AGENTS ACTING ON
- C02 — ANTIHYPERTENSIVES
- C — CARDIOVASCULAR SYSTEM
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.126 mg/mL ALOGPS logP 2.47 ALOGPS logP 2.25 ChemAxon logS -3.3 ALOGPS pKa (Strongest Acidic) 14.27 ChemAxon pKa (Strongest Basic) 5.61 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 5 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 73.1 Å2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 72.81 m3·mol-1 ChemAxon Polarizability 27.12 Å3 ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-qTof , Positive LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-qTof , Positive LC-MS/MS Not Available MS/MS Spectrum - , positive LC-MS/MS splash10-0002-2790000000-b4614b7b3adabc514ad4 MS/MS Spectrum - , positive LC-MS/MS splash10-00dj-5901100000-3131ef3fa766db3846ca
Taxonomy
- Description
- This compound belongs to the class of organic compounds known as pyridines and derivatives. These are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Pyridines and derivatives
- Sub Class
- Not Available
- Direct Parent
- Pyridines and derivatives
- Alternative Parents
- Heteroaromatic compounds / Guanidines / Propargyl-type 1,3-dipolar organic compounds / Carboximidamides / Azacyclic compounds / Organopnictogen compounds / Hydrocarbon derivatives
- Substituents
- Pyridine / Heteroaromatic compound / Guanidine / Azacycle / Organic 1,3-dipolar compound / Propargyl-type 1,3-dipolar organic compound / Carboximidamide / Organic nitrogen compound / Organopnictogen compound / Hydrocarbon derivative
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Zhang Z, Li Y, Stearns RA, Ortiz De Montellano PR, Baillie TA, Tang W: Cytochrome P450 3A4-mediated oxidative conversion of a cyano to an amide group in the metabolism of pinacidil. Biochemistry. 2002 Feb 26;41(8):2712-8. [PubMed:11851418]
Drug created on September 14, 2010 10:21 / Updated on November 02, 2018 08:57