Pantethine

Base Information

• Chemical Name: Pantethine
• CAS No.: 16816-67-4
• Deprecated CAS: 303-05-9
• Molecular Formula: C₂₂H₄₂N₄O₈S₂
• Molecular Weight: 554.729
• European Community (EC) Number: 240-842-8
• UNII: 7K81IL792L
• DSSTox Substance ID: DTXSID9046815
• Nikkaji Number: J9.893K
• Wikipedia: Pantethine
• Wikidata: Q228762
• NCI Thesaurus Code: C87342
• Metabolomics Workbench ID: 38398
• ChEMBL ID: CHEMBL2104786
• Mol file: 16816-67-4.mol

Synonyms:Lipodel;Liponet;Obliterol;pantethine;pantethine, (D)-(+)-isomer;pantethine, 14C-labeled cpd

Chemical Property of Pantethine

Chemical Property:

• Appearance/Colour: colorless to pale yellow, clear, viscous liquid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 987.2 °C at 760 mmHg
• PKA: 12.71±0.20(Predicted)
• Flash Point: 550.8 °C
• PSA: 247.92000
• Density: 1.277 g/cm³
• LogP: -0.06480
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 19
• Exact Mass: 554.24440666
• Heavy Atom Count: 36
• Complexity: 652

Purity/Quality:

99.9% ^*data from raw suppliers

D-Pantethine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CO)C(C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)C(C(C)(C)CO)O)O
• Isomeric SMILES: CC(C)(CO)[C@H](C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO)O)O
• Recent ClinicalTrials: Comparison of Coenzyme A and Pantethine Capsule for Safety and Efficacy On Patients With Hyperlipidemia
• Uses: antilipemic
• Therapeutic Function: Growth factor, Antihyperlipidemic

Technology Process of Pantethine

There total 9 articles about Pantethine 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: 90.0%

(R)-Pantolacton (599-04-2) → D-pantethine (138148-35-3,141630-68-4,16816-67-4,303-05-9)

Guidance literature:

With triethylamine; In ethanol; Inert atmosphere; Reflux;

DOI:10.1021/acs.oprd.6b00059

Reference yield:

Cysteamine (60-23-1) → D-pantethine (138148-35-3,141630-68-4,16816-67-4,303-05-9)

Guidance literature:

With methanol; sodium hydroxide;

DOI:10.1021/ja01103a053

Reference yield:

pantothenic acid (79-83-4) + 2,2'-dithio-bis[ethylamine] (51-85-4) → D-pantethine (138148-35-3,141630-68-4,16816-67-4,303-05-9)

Guidance literature:

With 2,2'-dipyridyldisulphide; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1972.595

upstream raw materials:

N-mercaptoethyl-3-aminopropionamide disulfide

(R)-Pantolacton

pantetheine

pantothenic acid

Downstream raw materials:

D‐pantetheine 4'‐phosphate

N-D-pantoyl-β-alanine-(2-benzoylmercapto-ethylamide)

pantetheine

S-benzoyl coenzyme A

Refernces

• 1、 Shimizu,Ohta,Nagase,Okada,Hosokawa. "Investigations on pantothenic acid and its related compounds. I. Chemical studies. (1). A novel synthesis of pantethine.". . p. 180 - 188. Retrieved 2007/10/05.