Crisnatol

Base Information

• Chemical Name: Crisnatol
• CAS No.: 96389-68-3
• Molecular Formula: C₂₃H₂₃NO₂
• Molecular Weight: 345.441
• Hs Code.: 2922199090
• UNII: 2J71UR51UE
• DSSTox Substance ID: DTXSID10242217
• Nikkaji Number: J391.096B
• Wikipedia: Crisnatol
• Wikidata: Q18559330
• NCI Thesaurus Code: C81191
• ChEMBL ID: CHEMBL61495
• Mol file: 96389-68-3.mol

Synonyms:2-(6-(chrysenylmethyl)amino)-2-methyl-1,3-propanediol;BW A 770U;BWA770U;BWA770U mesylate;crisnatol

Chemical Property of Crisnatol

Chemical Property:

• Vapor Pressure: 2.8E-16mmHg at 25°C
• Boiling Point: 620.9°Cat760mmHg
• Flash Point: 194.5°C
• PSA: 52.49000
• Density: 1.242g/cm³
• LogP: 4.37000
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 345.172878976
• Heavy Atom Count: 26
• Complexity: 463

Purity/Quality:

97% ^*data from raw suppliers

CRISNATOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)(CO)NCC1=CC2=C(C=CC3=CC=CC=C32)C4=CC=CC=C41

Technology Process of Crisnatol

There total 4 articles about Crisnatol 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: 71.0%

6-bromomethylchrysene (33895-43-1) + 2-Amino-2-methylpropane-1,3-diol (115-69-5) → Crisnatol (96389-68-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; water;

Reference yield:

chrysene (218-01-9) → Crisnatol (96389-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SnCl₄, 2.) H₂O / 1.) a) CH₂Cl₂, 5 deg C, b) reflux, 16 h, 2.) 10 deg C, 4 h

2: 1.) p-toluenesulfonic acid hydrate, 2.) NaBH₄ / 1.) PhCH₃, reflux, 2 h, 2.) EtOH, RT, overnight

With sodium tetrahydroborate; water; tin(IV) chloride; toluene-4-sulfonic acid;

DOI:10.1021/jm00111a010

Reference yield:

6-chrysenecarbaldehyde (22138-85-8) + 2-Amino-2-methylpropane-1,3-diol (115-69-5) → Crisnatol (96389-68-3)

Guidance literature:

With sodium tetrahydroborate; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1.) PhCH₃, reflux, 2 h, 2.) EtOH, RT, overnight;

DOI:10.1021/jm00111a010

upstream raw materials:

6-chrysenecarbaldehyde

2-Amino-2-methylpropane-1,3-diol

6-bromomethylchrysene

chrysene

Refernces

• 1、 Bair,Andrews,Tuttle,Knick,Cory,McKee. "2-[(arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding". . p. 1983 - 1990. Retrieved 2007/10/02.
• 2、 -. "Crysene compound". . . Retrieved 2008/06/13.