PRIMA-1

Base Information

• Chemical Name: PRIMA-1
• CAS No.: 5608-24-2
• Molecular Formula: C9H15 N O3
• Molecular Weight: 185.223
• Mol file: 5608-24-2.mol

Synonyms:3-Quinuclidinone,2,2-bis(hydroxymethyl)- (7CI,8CI); NSC 281668; PRIMA 1

Chemical Property of PRIMA-1

Chemical Property:

• Vapor Pressure: 2.04E-06mmHg at 25°C
• Melting Point: 146-147 °C
• Boiling Point: 353.7°Cat760mmHg
• PKA: 13.68±0.10(Predicted)
• Flash Point: 167.7°C
• PSA: 60.77000
• Density: 1.32g/cm³
• LogP: -1.05760
• Storage Temp.: Store at +4°C
• Sensitive.: Light Sensitive
• Solubility.: H2O: >10mg/mL
• Water Solubility.: Soluble in water at 10mg/ml

Purity/Quality:

99%, ^*data from raw suppliers

PRIMA-1 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: PRIMA-1 is a reactivator of p53 and inducer of apoptosis.

Technology Process of PRIMA-1

There total 3 articles about PRIMA-1 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: 45.0%

3-Quinuclidinone (3731-38-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one (5608-24-2)

Guidance literature:

With potassium carbonate; at 50 ℃;

DOI:10.1016/j.bmcl.2005.11.085

Reference yield: 37.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-quinuclidinone hydrochloride (1193-65-3) → 2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one (5608-24-2)

Guidance literature:

With potassium carbonate; In water; at 52 ℃; for 1h;

Reference yield:

→ 2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one (5608-24-2)

Guidance literature:

3-Chinuclidinon-hydrochlorid, Formalin, K2CO3, 52grad, 1 h;

upstream raw materials:

3-Quinuclidinone

formaldehyd

3-quinuclidinone hydrochloride

Downstream raw materials:

C₂₃H₂₁N₃O₁₁

dibenzoic acid 3-oxo-1-aza-bicyclo[2.2.2]oct-yl-2,2-dimethyl ester

2,2-Bis-methylol-3-chinuclidinol

Refernces

• 1、 Malki, Ahmed,Pulipaka, Aravinda B.,Evans, Susan C.,Bergmeier, Stephen C.. "Structure-activity studies of quinuclidinone analogs as anti-proliferative agents in lung cancer cell lines". . p. 1156 - 1159. Retrieved 2007/10/03.
• 2、 -. "OPTICAL IMAGING OF COLORECTAL CANCER". Example 4. . Retrieved 2008/06/13.