CID 657390

Base Information

• Chemical Name: CID 657390
• CAS No.: 152-11-4
• Molecular Formula: C₂₇H₃₈N₂O₄*ClH
• Molecular Weight: 491.071
• Hs Code.: 29269090
• Pharos Ligand ID: C4B57RM89FV7
• Mol file: 152-11-4.mol

Synonyms:AKOS015896254

Chemical Property of CID 657390

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.01E-13mmHg at 25°C
• Melting Point: 142 °C (dec.)(lit.)
• Refractive Index: 1.6290 (estimate)
• Boiling Point: 586.1 °C at 760 mmHg
• PKA: 8.6(at 25℃)
• Flash Point: 308.3 °C
• PSA: 63.95000
• Density: 1.058g/cm3
• LogP: 5.89508
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: H2O: >30 mg/mL
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 490.2598354
• Heavy Atom Count: 34
• Complexity: 606

Purity/Quality:

99% ^*data from raw suppliers

Verapamil hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 25-23/24/25-39/23/24/25-11
• Safety Statements: 45-36/37/39-36/37-16

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [H+].CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC.[Cl-]
• Description: Verapamil HCl (152-11-4) is a clinically useful L-type calcium channel blocker.1 It is also used as an inhibitor of drug efflux pump proteins.2
• Uses: analgesic, antipyretic Bromhexine metabolite, sodium channel blocker, decongestent secretolytic agent for respiratory diseases ±)-Verapamil hydrochloride is a calcium channel modulator, adrenoceptor antagonist, anti-arrhythmic, cardiac depressant, and coronary vasodilator. It is also a calcium channel-blocker. It acts by inhibiting the slow channel entry of calcium into the cell. It acts by plugging up the channels and limiting the entry of calcium into both smooth muscle cells of arteriolar walls and the cardiac muscle cells at higher doses.
• Therapeutic Function: Coronary vasodilator, Antiarrhythmic

Technology Process of CID 657390

There total 19 articles about CID 657390 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: 85.0%

(S)-verapamilamide (204642-98-8) → (-)-Verapamil hydrochloride (36622-28-3,152-11-4)

Guidance literature:

(S)-verapamilamide; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 25 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1021/op000059q

Reference yield: 84.6%

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile (20850-49-1) + 1-chloro-3-propane oxalate (85226-25-1) → verapamil hydrochloride (23313-68-0,152-11-4)

Guidance literature:

1-chloro-3-propane oxalate; With sodium hydroxide; In water; toluene; at 20 - 25 ℃; pH=13 - 14;

2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile; With sodium amide; In toluene; at 20 - 110 ℃; Inert atmosphere;

With hydrogenchloride; In methanol; water; ethyl acetate; toluene; at 20 - 30 ℃; for 4h;

Reference yield: 67.7%

N-(3-chloropropyl)-3,4-dimethoxy-N-methylphenethylamine (36770-74-8) → verapamil hydrochloride (23313-68-0,152-11-4)

Guidance literature:

N-(3-chloropropyl)-3,4-dimethoxy-N-methylphenethylamine; 2-(3,4-dimethoxyphenyl)-3-methylbutyronitrile; With sodium amide; In toluene; at 20 - 110 ℃; Inert atmosphere;

With hydrogenchloride; In water; at 20 - 25 ℃; pH=1;

upstream raw materials:

N-methylhomoveratrylamine

2-(3,4-dimethoxyphenyl)-2-(3-oxopropyl)-2-isopropylacetonitrile

<2-(3,4-dimethoxyphenyl)ethyl>methylamine hydrochloride

Verapamil

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF VERAPAMIL HYDROCHLORIDE". . . Retrieved 2016/12/01.
• 2、 -. "A process for the resolution of racemic verapamil". Page/Page column 5. . Retrieved 2009/01/24.