Sulbutiamine

Base Information

• Chemical Name: Sulbutiamine
• CAS No.: 3286-46-2
• Molecular Formula: C32H46N8O6S2
• Molecular Weight: 702.899
• European Community (EC) Number: 221-937-3
• UNII: 42NCM1BW43
• Nikkaji Number: J4.424E
• Wikipedia: Sulbutiamine
• Wikidata: Q2581447
• NCI Thesaurus Code: C152450
• ChEMBL ID: CHEMBL1874002
• Mol file: 3286-46-2.mol

Synonyms:2-isobutyrylthiamine disulfide;Arcalion;bis(2-(isobutyryloxy)ethyl-1-N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido-2-propene-1-yl)disulfide;Enerion;S 5007;sulbuthiamine;sulbutiamin;sulbutiamine;Surmenalit

Chemical Property of Sulbutiamine

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 1.63E-32mmHg at 25°C
• Melting Point: 140.5-141.5 °C
• Refractive Index: 1.602
• Boiling Point: 892.5 °C at 760 mmHg
• PKA: 5.82±0.10(Predicted)
• Flash Point: 493.5 °C
• PSA: 247.42000
• Density: 1.268 g/cm³
• LogP: 7.12200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 19
• Exact Mass: 702.29817356
• Heavy Atom Count: 48
• Complexity: 1050

Purity/Quality:

Medical grade 99%,Medical grade, ^*data from raw suppliers

Sulbutiamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCOC(=O)C(C)C)SSC(=C(C)N(CC2=CN=C(N=C2N)C)C=O)CCOC(=O)C(C)C)C
• Isomeric SMILES: CC1=NC=C(C(=N1)N)CN(/C(=C(/SS/C(=C(/N(C=O)CC2=CN=C(N=C2N)C)\C)/CCOC(=O)C(C)C)\CCOC(=O)C(C)C)/C)C=O
• Description: Sulbutiamine is a vitamin B1 derivative developed by the French Servier Pharmaceuticals. The product is described in Special Drug Patent 5921M as a formulation with vitamin B1 activity, which is able to increase the blood level of vitamin B1 and has a therapeutic effect on all vitamin B1 deficiencies.
• Uses: Sulbutiamine (isobutyryl thiamine disulfide) is a lipophilic derivative of thiamine used for the treatment of asthenia and other related pathological conditions. Sulbutiamine is available over-the-counter in several countries as a component of nutritional supplements.

Technology Process of Sulbutiamine

There total 3 articles about Sulbutiamine 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: 85.06%

2-Methylpropionic anhydride (97-72-3) + thiamine disulfide → sulbutiamine (3286-46-2)

Guidance literature:

With dmap; In dichloromethane; at 30 - 50 ℃; for 2h; Temperature;

Reference yield:

→ sulbutiamine (3286-46-2)

Guidance literature:

Thiamindisulfid, Isobutyroylchlorid (6,S.13)(7,S.14);

Reference yield:

→ sulbutiamine (3286-46-2)

Guidance literature:

Thiamindisulfid (I), POCl3, CH3CH(CH3)COOH, Pyridin;

upstream raw materials:

2-Methylpropionic anhydride

Refernces