Cyclandelate

Base Information

• Chemical Name: Cyclandelate
• CAS No.: 456-59-7
• Deprecated CAS: 28283-32-1,54110-27-9
• Molecular Formula: C17H24O3
• Molecular Weight: 276.376
• Hs Code.: 2918191350
• European Community (EC) Number: 207-271-6
• NSC Number: 758910
• UNII: 4139O1OAY2
• DSSTox Substance ID: DTXSID4022862
• Nikkaji Number: J2.048F
• Wikipedia: Cyclandelate
• Wikidata: Q1147309
• NCI Thesaurus Code: C77072
• Metabolomics Workbench ID: 43627
• ChEMBL ID: CHEMBL1480987
• Mol file: 456-59-7.mol

Synonyms:Cyclandelate;Cyclospasmol

Chemical Property of Cyclandelate

Chemical Property:

• Vapor Pressure: 1.86E-06mmHg at 25°C
• Melting Point: 55.0-56.5°
• Refractive Index: 1.532
• Boiling Point: 380.1 °C at 760 mmHg
• PKA: 12.13±0.20(Predicted)
• Flash Point: 150.1 °C
• PSA: 46.53000
• Density: 1.085 g/cm³
• LogP: 3.47800
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 276.17254462
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

99.0%min ^*data from raw suppliers

Cyclandelate(>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CC(C1)(C)C)OC(=O)C(C2=CC=CC=C2)O
• Description: Almond (Amygdalus communis L) is a kind of nut from Xinjiang, China. Traditional Chinese medicine believes that almond can promote blood circulation to dispel blood stasis, lubricate bowels to relieve constipation, and relieve cough and asthma. The indications include amenorrhea, fever, wind arthralgia, malaria, blood stasis and pain, injuries, and blood stasis with constipation.
• Physical properties: Appearance: white or almost white amorphous powder, special smell, and bitter taste. Solubility: very soluble in ethanol or acetone and almost insoluble in water. Melting point: 50–62 °C.
• Uses: vasodilator
• Indications: The indications of cyclandelate are arteriosclerosis obliterans, acrocyanosis, cerebral arteriosclerosis, cerebral insufficiency, cerebrovascular disease, brain trauma, and post-traumatic brain syndrome.
• Therapeutic Function: Spasmolytic
• Clinical Use: Cyclandelate can be used for clinical treatment of cerebral arteriosclerosis, cerebral vascular accident and its sequelae, post-traumatic brain syndrome, coronary arteriosclerosis, hypertensive heart disease, Raynaud’s disease, thromboangiitis obliterans, acrocyanosis, and Meniere’s disease .

Technology Process of Cyclandelate

There total 6 articles about Cyclandelate 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: 95.0%

3,3,5-trimethylcyclohexanol (116-02-9) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → cyclandelate (456-59-7)

Guidance literature:

With C₁₂H₂₂O₃Zr*2C₈F₁₇O₃S^(1-); In acetonitrile; at 10 ℃; for 4h;

Reference yield: 91.0%

3,3,5-trimethylcyclohexyl 2-oxo-2-phenylacetate (16623-22-6) → cyclandelate (456-59-7)

Guidance literature:

With water; sodium acetate; bis-diphenylphosphinomethane; cobalt(II) iodide; zinc; In acetonitrile; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201900636

Reference yield:

3,3,5-trimethylcyclohexanol (116-02-9) + Benzoylformic acid (611-73-4) → cyclandelate (456-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0.33 h / 0 °C

2: cobalt(II) iodide; bis-diphenylphosphinomethane; sodium acetate; zinc; water / acetonitrile / 12 h / 80 °C / Inert atmosphere; Schlenk technique

With dmap; water; sodium acetate; dicyclohexyl-carbodiimide; bis-diphenylphosphinomethane; cobalt(II) iodide; zinc; In dichloromethane; acetonitrile;

DOI:10.1002/adsc.201900636

upstream raw materials:

3,3,5-trimethylcyclohexanol

MANDELIC ACID

Benzoylformic acid

3,3,5-trimethylcyclohexyl 2-oxo-2-phenylacetate

Refernces

• 1、 Shen, Lingyun,Chen, Zhe-Ning,Zheng, Qingshu,Wu, Jiajie,Xu, Xin,Tu, Tao. "Selective Transformation of Vicinal Glycols to α-Hydroxy Acetates in Water via a Dehydrogenation and Oxidization Relay Process by a Self-Supported Single-Site Iridium Catalyst". . p. 12833 - 12839. Retrieved 2021/10/29.
• 2、 -. "Method for selectively catalytically synthesizing mandelate ester compound from metallocene complex". Paragraph 0021; 0022; 0068; 0069. . Retrieved 2017/09/26.