VAMICAMIDE

Base Information

• Chemical Name: VAMICAMIDE
• CAS No.: 132373-81-0
• Molecular Formula: C₁₈H₂₃N₃O
• Molecular Weight: 297.4
• Mol file: 132373-81-0.mol

Synonyms:(1S,2S)-4-(2,6-Diamino-9H-purin-9-yl)cyclopentane-1,2-diol;(+/-)-(2R*,4R*)-4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanamide;1,2-Cyclopentanediol,4-(2,6-diamino-9H-purin-9-yl)-,(1a,2b,4a)-(9CI);1,2-Cyclopentanediol,4-(2,6-diamino-9H-purin-9-yl)-,(1a,2b,4a)-(?A'A A'A currency);1,2-Cyclopentanediol,4-(2,6-diamino-9H-purin-9-yl)-,(1R,2R)-rel;

Chemical Property of VAMICAMIDE

Chemical Property:

• Vapor Pressure: 2.76E-09mmHg at 25°C
• Melting Point: 156-157°
• Boiling Point: 477.6°C at 760 mmHg
• Flash Point: 242.7°C
• PSA: 60.21000
• Density: 1.099g/cm³
• LogP: 3.34290

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Antiepileptic; anticonvulsant.
• Therapeutic Function: Anticholinergic, Spasmolytic

Technology Process of VAMICAMIDE

There total 4 articles about VAMICAMIDE 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:

phenyl-pyridin-2-yl-acetonitrile (5005-36-7) → (+/-)-(2R*,4R*)-4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanamide (132373-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOH / 1.) DMSO, RT, 50 min, 2.) DMSO, RT 2 h

2: 1.) titanium tetrachloride, 2.) NaBH₄ / 1.) CH₂Cl₂, 5 deg C, 0.5 h, 2.) CH₂Cl₂, MeOH, from 10 deg C to RT, 50 min

3: 18.9 g / H₂SO₄ / acetic acid / 2 h / 90 °C

With potassium hydroxide; sodium tetrahydroborate; sulfuric acid; titanium tetrachloride; In acetic acid;

DOI:10.1021/jm00035a019

Reference yield:

4-oxo-2-phenyl-2-(2-pyridyl)pentanenitrile (101509-01-7) → (+/-)-(2R*,4R*)-4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanamide (132373-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) titanium tetrachloride, 2.) NaBH₄ / 1.) CH₂Cl₂, 5 deg C, 0.5 h, 2.) CH₂Cl₂, MeOH, from 10 deg C to RT, 50 min

2: 18.9 g / H₂SO₄ / acetic acid / 2 h / 90 °C

With sodium tetrahydroborate; sulfuric acid; titanium tetrachloride; In acetic acid;

DOI:10.1021/jm00035a019

Reference yield:

4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanenitrile (99132-31-7) → (+/-)-(2R*,4R*)-4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanamide (132373-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 18.9 g / H₂SO₄ / acetic acid / 2 h / 90 °C

With sulfuric acid; In acetic acid;

DOI:10.1021/jm00035a019

upstream raw materials:

(2R*,4R*)-4-dimethylamino-2-phenyl-2-(pyridin-2-yl)-valeramide

phenyl-pyridin-2-yl-acetonitrile

4-oxo-2-phenyl-2-(2-pyridyl)pentanenitrile

4-(dimethylamino)-2-phenyl-2-(2-pyridyl)pentanenitrile