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Cyclovirobuxin D

CAS No.
860-79-7
Chemical Name:
Cyclovirobuxin D
Synonyms
cvb-d;CYCLOVIROBUXINE;CYCLOVIROBUXINE D;NSC91722;bebuxine;cyclobuxine D;cyclovirobuxind;-bis(methylamino)-;cyclovirobuxinum D;Cyclovirobuxine D, >=98%
CBNumber:
CB3663206
Molecular Formula:
C26H46N2O
Molecular Weight:
402.66
MDL Number:
MFCD00468040
MOL File:
860-79-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:55:30

Cyclovirobuxin D Properties

Melting point 220-221 °C (decomp)(Solv: acetone (67-64-1))
Boiling point 524.75°C (rough estimate)
Density 0.9815 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. Store at -20°C
solubility Soluble to 20 mg/mL (49.66 mM) in Ethanol
form cryst.
pka 15.12±0.70(Predicted)
color White
Cosmetics Ingredients Functions ANTIOXIDANT
BLEACHING
InChIKey GMNAPBAUIVITMI-OBQYFYSHNA-N
SMILES [C@@]123CC[C@]4(C)[C@]([H])([C@H](O)C[C@@]4(C)[C@]1([H])CC[C@@]1([H])C(C)(C)[C@@H](NC)CC[C@]21C3)[C@H](C)NC |&1:0,3,5,7,10,12,16,21,26,28,r|
LogP 4.635 (est)
CAS DataBase Reference 860-79-7(CAS DataBase Reference)
FDA UNII 51GY352868
UNSPSC Code 51111800
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
Safety Statements  24/25
WGK Germany  WGK 3
HS Code  29420000
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Toxicity LD50 oral in mouse: 293mg/kg
NFPA 704
0
2 0

Cyclovirobuxin D price More Price(70)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML3384 Cyclovirobuxine D ≥90% (HPLC) 860-79-7 10MG $90.7 2026-04-30 Buy
Sigma-Aldrich SML3384 Cyclovirobuxine D ≥90% (HPLC) 860-79-7 50MG $365 2026-04-30 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 5mg $44 2026-04-30 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 10mg $80 2026-04-30 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 25mg $173 2026-04-30 Buy
Product number Packaging Price Buy
SML3384 10MG $90.7 Buy
SML3384 50MG $365 Buy
22260 5mg $44 Buy
22260 10mg $80 Buy
22260 25mg $173 Buy

Cyclovirobuxin D Chemical Properties, Uses, Production

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.

Chemical Properties

White crystalline powder, soluble in chloroform, methanol and ethanol, derived from the bark of Buxus microphylla, a plant of the Buxus family.

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.

History

Cyclovirobuxine in the treatment of coronary heart disease began in 1969 . The medical teams of Chinese People’s Liberation Army No.86489 explored a treatment of coronary heart disease named Guo, prescription composed of Buxus microphylla (huangyangmu), Salvia miltiorrhiza Bge. (danshen), Ligustici Chuanxiong Rhizoma (chuanxiong), Belamcandae Rhizoma (shegan), Radix Aristolochiae (qingmuxiang) and Asari Radix et Rhizoma (xixin).
In 1978, the Anhui Huangyang Research Cooperation Group carried out systematic experiments to determine the chemical structure and the separation and identification method of cyclovirobuxine by melting point determination, thin-layer chromatography, infrared spectroscopy, mass spectrometry and NMR . Three studies containing more than 300 cases of coronary heart disease patients treated with cyclovirobuxine showed that this drug can significantly improve angina, chest tightness, arrhythmia and other symptoms caused by coronary heart disease.

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.

Pharmacology

Pharmacological studies have shown that cyclovirobuxine has a positive inotropic effect on the heart that may predominantly be due to the inhibition of cardiomyocyte membrane Na+-K+-ATPase activity and promotion of myocardial extracellular Ca2+ influx and cardiomyocyte Ca2+ release. Moreover, cyclovirobuxine could markedly reduce myocardial oxygen consumption and increase coronary blood flow, suggesting that it has definite anti-myocardial ischemia effect. Experiments also showed that cyclovirobuxine could induce marked inhibition of myocardial ischemia infarction and enhancement of anoxia tolerance in mice .
Besides, cyclovirobuxine could have protective effect on the acute experimental cerebral ischemia in mice by bilateral ligation of common carotid arteries, prolong the life span of mice, increase blood flow and decrease the formation of thrombus during cerebral ischemia . In vitro experiments have also shown that cyclovirobuxine has neuroprotective effects on neurons and restrains PC12 cells from excitatory amino acid-induced injury .

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.

References

Nakano, Terao, Tetrahedron Lett., 1035, 1045, (1964)
Brown, Kupchan, J. Amer. Chem. Soc., 86, 4414, 4424 (1964)
Nakano, Terao,J. Chem. Soc., 4512, 4537 (1965)
Nakano, Hasegawa, ibid, 6688 (1965)

Cyclovirobuxin D Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 255)
Supplier Tel Email Country ProdList Advantage
XiaoGan ShenYuan ChemPharm co,ltd 15527621225; 15527621225 1791901229@qq.com China 6740 52
Nantong Feiyu Biological Technology CO.,LTD 0513-68819626 15152877458 feiyubio@163.com China 4796 58
Nanjing bingcheng Biotechnology Co., Ltd. 18805194892 2727751293@qq.com China 172 58
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
China DongFan Chemical Co.,LTD 86-0571-85151182 China 5681 66
Shandong Xiya Chemical Co., Ltd 13355009207 13355009207 3007715519@qq.com China 18722 57
Sichuan Kulinan Technology Co., Ltd 400-1166-196 18981987031 cdhxsj@163.com China 11674 57
China Langchem Inc. 0086-21-58956006 China 7798 57
Tianjin heowns Biochemical Technology Co., Ltd. 400 638 7771 sales@heowns.com China 14412 57
Shenzhen Sungening Bio-Tech Co., Ltd +86-0755-89668383 sales@sungening.com China 1319 65

View Latest Price from Cyclovirobuxin D manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclovirobuxine D pictures 2023-02-24 Cyclovirobuxine D
860-79-7
5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
Cyclovirobuxin D pictures 2021-07-02 Cyclovirobuxin D
860-79-7
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
Cyclovirobuxin D pictures 2020-05-12 Cyclovirobuxin D
860-79-7
1KG 99.0% 500 MT Shaanxi Dideu Medichem Co. Ltd
  • Cyclovirobuxin D pictures
  • Cyclovirobuxin D
    860-79-7
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
9,19-CYCLOPREGNANE-3,20-DIAMINE,N,N',4,4,14-PENTAMETHYL-, (3,5,20S)- Cyclovirobuxin D(Bebuxine,Cyclovirobuxine D, NSC 91722 ) Cyclovirobuxin D(Bebuxine) 9,19-Cyclopregnan-16-ol, 4,4,14-trimethyl-3,20-bis(methylamino)-, (3β,5α,16α,20S)- Cyclovirobuxine D, >=98% NSC91722 Cyclovirobuxine D, 98%, from Buxus sinica (Rehd. et Wils.) Cheng 9,19-cyclo-5-alpha,9-beta-pregnan-16-alpha-ol,4,4,14-trimethyl-3-beta,20-alpha bebuxine -bis(methylamino)- cyclovirobuxind cyclovirobuxinum D cyclobuxine D 9,19-Cyclopregnan-16-ol,4,4,14-trimethyl-3, 20- bis(methylamino)-,(3β,5α,16α,20S)- (3b,5a,16a,20S)-4,4,14-Trimethyl-3,20-bis(methylamino)-9,19-cyclopregnan-16-ol Cyclovirobuxine D (CVB-D) Cyclovirobuxin D USP/EP/BP Cyclovirobuxin D (CVB-D) Cyclovirobuxine D - Bio-X ? Cyclovirobuxine D (Standard) cvb-d CYCLOVIROBUXINE CYCLOVIROBUXINE D 860-79-7 860-79-1 C26H46N2 C26H46N2O chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Inhibitors Alkaloids