Pinacidil monohydrate

Base Information

• Chemical Name: Pinacidil monohydrate
• CAS No.: 85371-64-8
• Molecular Formula: C13H19N5.H2O
• Molecular Weight: 245.327
• Hs Code.: 2933399090
• European Community (EC) Number: 622-053-4
• UNII: 7B0ZZH8P2W
• DSSTox Substance ID: DTXSID4045682
• NCI Thesaurus Code: C66387
• Metabolomics Workbench ID: 67773
• ChEMBL ID: CHEMBL1200338
• Mol file: 85371-64-8.mol

Synonyms:Anhydrous, Pinacidil;Pinacidil;Pinacidil Anhydrous;Pindac

Chemical Property of Pinacidil monohydrate

Chemical Property:

• Appearance/Colour: Powder.
• Vapor Pressure: 2.87E-05mmHg at 25°C
• Melting Point: 164-165°
• Boiling Point: 356.7°C at 760 mmHg
• PKA: pKa 空 (Uncertain)
• Flash Point: 169.5°C
• PSA: 73.10000
• LogP: 2.94578
• Storage Temp.: RT
• Solubility.: ethanol: 14 mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 263.17461031
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pinacidil monohydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)(C)C)N=C(NC#N)NC1=CC=NC=C1.O
• Description: Pinacidil is a peripheral vasodilator useful in the management of arterial hypertension of all degrees of seventy, usually in combination with a diuretic or beta-blocker. Preclinical evidence suggests that its hypotensive effect may be attributed to potassium channel activation.
• Uses: Pinacidil monohydrate has been used:in repolarization studies by infusing into left anterior descending artery (LAD)to induce ATP-sensitive K+ (KATP) current in ventricular myocytes for electrophysiological studiesas a KATP opener to treat myocardial cells

Technology Process of Pinacidil monohydrate

There total 3 articles about Pinacidil monohydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

CYANAMID (420-04-2) + 1-Pyridin-4-yl-3-(1,2,2-trimethyl-propyl)-thiourea (67027-06-9) → N-cyano-N''-(pyridin-4-yl)-N'-(1,2,2-trimethylpropyl)guanidine (85371-64-8)

Guidance literature:

With C₁₅H₁₂N₄O₃; potassium carbonate; In ethanol; water; at 20 ℃; for 16h; Irradiation;

DOI:10.1039/d1sc05294b

Reference yield:

CYANAMID (420-04-2) + N-(1,2,2-trimethylpropyl)pyridine-4-carboximidamide → N-cyano-N''-(pyridin-4-yl)-N'-(1,2,2-trimethylpropyl)guanidine (85371-64-8)

Guidance literature:

N-(1,2,2-trimethylpropyl)pyridine-4-carboximidamide; With 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide; carbonic acid dimethyl ester; at 30 ℃; for 0.333333h;

CYANAMID; With triethylamine; at 80 ℃; for 3h;

DOI:10.1002/adsc.201501146

Reference yield:

pyridine-4-carbonitrile (100-48-1) + 1,2,2-trimethylpropyl amine hydrochloride (53561-77-6) → N-cyano-N''-(pyridin-4-yl)-N'-(1,2,2-trimethylpropyl)guanidine (85371-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate; methanol / 2 h / 20 °C

1.2: 18 h / 20 °C

1.3: Cooling

2.1: 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide; carbonic acid dimethyl ester / 0.33 h / 30 °C

2.2: 3 h / 80 °C

With methanol; 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide; sodium methylate; carbonic acid dimethyl ester; 1.1: |Pinner Amidine Synthesis / 1.2: |Pinner Amidine Synthesis;

DOI:10.1002/adsc.201501146

upstream raw materials:

CYANAMID

pyridine-4-carbonitrile

1,2,2-trimethylpropyl amine hydrochloride

1-Pyridin-4-yl-3-(1,2,2-trimethyl-propyl)-thiourea

Refernces

• 1、 Baeten, Mattijs,Maes, Bert U. W.. "Guanidine Synthesis: Use of Amidines as Guanylating Agents". supporting information. p. 826 - 833. Retrieved 2016/03/12.