Nereistoxin

Base Information

• Chemical Name: Nereistoxin
• CAS No.: 1631-58-9
• Molecular Formula: C5H11NS2
• Molecular Weight: 149.281
• Hs Code.: 2934999090
• UNII: ZU7BQ8TC6K
• DSSTox Substance ID: DTXSID0075104
• Nikkaji Number: J12.471K
• Wikipedia: Nereistoxin
• Wikidata: Q27107522
• Metabolomics Workbench ID: 53321
• ChEMBL ID: CHEMBL2285758
• Mol file: 1631-58-9.mol

Synonyms:4-N,N-dimethylamino-1,2-dithiolane;nereistoxin;nereistoxin hydrochloride;nereistoxin monooxalate;nereistoxin oxalate;nereistoxin oxalate (2:1)

Chemical Property of Nereistoxin

Chemical Property:

• Boiling Point: 209.3 °C at 760 mmHg
• Flash Point: 80.4 °C
• PSA: 53.84000
• Density: 1.16 g/cm³
• LogP: 1.31160
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.03329170
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

99%, ^*data from raw suppliers

NEREISTOXIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1CSSC1

Technology Process of Nereistoxin

There total 8 articles about Nereistoxin 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:

1-Dimethylamino-2,3-bis-(benzylmercapto)-propan (740-83-0) → nereistoxin (1631-58-9) + Dimethyl-<2,3-dimercapto-propyl>-amin (689-08-7)

Guidance literature:

With ammonia; sodium; In ethanol; for 0.5h;

DOI:10.1248/cpb.13.253

Reference yield:

1-thiopropane (107-03-9) + 1-(N,N-dimethylamino)-2,3-dichloropropane hydrochloride (50786-84-0) → nereistoxin (1631-58-9) + Dimethyl-(2-propyldisulfanyl-1-propyldisulfanylmethyl-ethyl)-amine (3950-63-8) + [2-(2-Dimethylamino-3-propyldisulfanyl-propyldisulfanyl)-1-propyldisulfanylmethyl-ethyl]-dimethyl-amine + Dipropyl disulfide (629-19-6)

Guidance literature:

With sodium hydroxide; sodium thiosulfate; sodium chloride; Yield given. Multistep reaction. Yields of byproduct given; 1) EtOH, H₂O, reflux, 30 min., 2) H₂O, CHCl₃, 3 h;

Reference yield:

1-methyl-1-propanethiol (513-53-1,91840-99-2) + 1-(N,N-dimethylamino)-2,3-dichloropropane hydrochloride (50786-84-0) → nereistoxin (1631-58-9) + sec-butyl disulfide (5943-30-6) + (2-sec-Butyldisulfanyl-1-sec-butyldisulfanylmethyl-ethyl)-dimethyl-amine + [2-sec-Butyldisulfanyl-1-(3-sec-butyldisulfanyl-2-dimethylamino-propyldisulfanylmethyl)-ethyl]-dimethyl-amine

Guidance literature:

With sodium hydroxide; sodium thiosulfate; sodium chloride; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; 1) EtOH, H₂O, reflux, 30 min., 2) H₂O, CHCl₃, 5 h;

upstream raw materials:

1-Dimethylamino-2,3-bis-(benzylmercapto)-propan

1-thiopropane

1-(N,N-dimethylamino)-2,3-dichloropropane hydrochloride

1-methyl-1-propanethiol

Refernces

• 1、 HAGIWARA,NUMATA,KONISHI,OKA. "SYNTHESIS OF NEREISTOXIN AND RELATED COMPOUNDS. I.". . p. 253 - 260. Retrieved 2007/10/05.