Stachydrine

Base Information

• Chemical Name: Stachydrine
• CAS No.: 471-87-4
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 29214980
• European Community (EC) Number: 207-445-1
• UNII: S1L688345C
• DSSTox Substance ID: DTXSID20963744
• Wikidata: Q27104306
• Metabolomics Workbench ID: 38560
• ChEMBL ID: CHEMBL1456892
• Mol file: 471-87-4.mol

Synonyms:dimethylproline;proline betaine;stachydrine;stachydrine chloride;stachydrine chloride, (S)-isomer;stachydrine, (+-)-isomer

Chemical Property of Stachydrine

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 235°C
• Refractive Index: 1.4150 (estimate)
• Boiling Point: 261.28°C (rough estimate)
• PSA: 37.30000
• Density: 1.1095 (rough estimate)
• LogP: 0.26860
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Stachydrine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1(CCCC1C(=O)[O-])C
• Isomeric SMILES: C[N+]1(CCC[C@H]1C(=O)[O-])C
• Description: This alkaloid, which has been isolated from the leaves of Cadaba fruticosa, has been shown, by comparison of its hydrochloride and the NMR spectrum, to be stachydrine.
• Uses: Stachydrine is used for various ethnobotany and ethnomedicinal uses. It can also be used to promote healthy neural development in an unborn baby, as well as to determine the differential effects of post-weaning diet and maternal obesity on mouse liver and brain metabolomes.

Technology Process of Stachydrine

There total 4 articles about Stachydrine 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:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + methyl iodide (74-88-4) → L-proline betaine (471-87-4)

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Reflux;

DOI:10.1021/ja2111898

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-proline betaine (471-87-4)

Guidance literature:

With diethyl ether; silver(l) oxide; anschliessend Behandeln mit CH₃l;

DOI:10.1039/jr9520000597 DOI:10.1039/jr9410000337

Reference yield:

N-methyl-L-proline (475-11-6,58123-62-9,68078-09-1) + methyl iodide (74-88-4) → L-proline betaine (471-87-4)

Guidance literature:

With methanol; silver(l) oxide;

upstream raw materials:

L-proline

N-methyl-L-proline

methyl iodide

Downstream raw materials:

N-methyl-L-proline

Refernces

• 1、 Naresh Chary,Dinesh Kumar, Ch.,Vairamani,Prabhakar. "Characterization of amino acid-derived betaines by electrospray ionization tandem mass spectrometry". experimental part. p. 79 - 88. Retrieved 2012/05/04.