Cyclovirobuxine D

Base Information

• Chemical Name: Cyclovirobuxine D
• CAS No.: 860-79-7
• Molecular Formula: C₂₆H₄₆N₂O
• Molecular Weight: 402.664
• Hs Code.: 29420000
• European Community (EC) Number: 632-924-0
• NSC Number: 91722
• UNII: 51GY352868
• DSSTox Substance ID: DTXSID801316983
• Nikkaji Number: J74.727K
• Wikidata: Q27260897
• Metabolomics Workbench ID: 131457
• ChEMBL ID: CHEMBL3348842
• Mol file: 860-79-7.mol

Synonyms:cyclovirobuxine D

Chemical Property of Cyclovirobuxine D

Chemical Property:

• Vapor Pressure: 6.66E-12mmHg at 25°C
• Melting Point: 220-221 °C (decomp)(Solv: acetone (67-64-1))
• Refractive Index: 1.551
• Boiling Point: 495.7 °C at 760 mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 34.1 °C
• PSA: 44.29000
• Density: 1.06 g/cm³
• LogP: 5.37400
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 402.361014095
• Heavy Atom Count: 29
• Complexity: 692

Purity/Quality:

99% ^*data from raw suppliers

Cyclovirobuxine D ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)NC)C)C)O)NC
• Isomeric SMILES: C[C@@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)NC)C)C)O)NC
• Description: A Buxus alkaloid of the steroidal class, this base has been found in the strong base fraction of the alkaloidal extract from Buxus microphylla Sieb. et Zucco var. suffruticosa and B. microphylla Sieb. et Zucco var. suffruticosa Makino forma major. It is dextrorotatory having a specific rotation of [α]23D + 98° (c 4.40,CHC13)and yields a series of salts and derivatives including the dihydrobromide, m.p. 288-292°C (dec.); dihydriodide, m.p. 276-8°C (dec.); diperchlorate, m.p. 244- 5°C (dec.); dioxalate as an amorphous powder, m.p. 264-7°C (dec.): the N:Ndiacetyl derivative, m.p. 278-281°C (dec.) with [α]24D + 10° (c 1.94, CHC13) and the O,N,N-triacetyl derivative, m.p. 246-8°C with [α]24D - 12° (c 2.40, CHCI3)·The structure and stereochemistry of the base have been elucidated from chemical analysis, spectroscopic evidence and comparison with other alkaloids of this class.
• Physical properties: Appearance: colorless needle crystals. Solubility: sparingly soluble in acetone; slightly soluble in water; freely soluble in chloroform; soluble in methanol and ethanol. Melting point: 219–222?°C.
• Uses: Cyclovirobuxine D is a potential preventative agent of cardiac dysfunction.
• Indications: It is mainly used for the treatment of cardiovascular and cerebrovascular diseases in China, such as the coronary heart disease, arrhythmia, cerebral arteriosclerosis, cerebral embolism and brain vascular accident which are caused by insufficiency of cerebral blood supply.
• Clinical Use: After decades of clinical observation, cyclovirobuxine has the therapeutic role of anti-myocardial ischemia and antiarrhythmia and protects against acute cerebral ischemia. In addition, cyclovirobuxine can cross the blood-brain barrier and improve brain microcirculation and oxygen supply to treat cerebral arteriosclerosis insufficiency.

Technology Process of Cyclovirobuxine D

There total 1 articles about Cyclovirobuxine D 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:

→ Cyclovirobuxin D (860-79-7)

Guidance literature:

O-Vanillylcyclovirobuxin(8a) b.Δ in methanol.KOH;

Reference yield: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Cyclovirobuxine D (860-79-7) → buxozine-C (64938-84-7)

Guidance literature:

In ethanol; water; at 20 ℃; for 0.25h;

DOI:10.1002/ardp.200600063

Downstream raw materials:

buxozine-C

Refernces