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Cyclovirobuxin D

CAS No.
860-79-7
Chemical Name:
Cyclovirobuxin D
Synonyms
cvb-d;bebuxine;NSC91722;cyclobuxine D;CYCLOVIROBUXINE;cyclovirobuxind;CYCLOVIROBUXINE D;-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
Last updated:2023-06-08 09:01:59

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
LogP 4.635 (est)
CAS DataBase Reference 860-79-7(CAS DataBase Reference)
FDA UNII 51GY352868

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501
Safety Statements  24/25
HS Code  29420000
Toxicity LD50 oral in mouse: 293mg/kg
NFPA 704
0
2 0

Cyclovirobuxin D price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML3384 Cyclovirobuxine D ≥90% (HPLC) 860-79-7 10MG $79 2023-01-07 Buy
Sigma-Aldrich SML3384 Cyclovirobuxine D ≥90% (HPLC) 860-79-7 50MG $319 2023-01-07 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 5mg $40 2024-03-01 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 10mg $72 2024-03-01 Buy
Cayman Chemical 22260 Cyclovirobuxine D ≥95% 860-79-7 25mg $157 2024-03-01 Buy
Product number Packaging Price Buy
SML3384 10MG $79 Buy
SML3384 50MG $319 Buy
22260 5mg $40 Buy
22260 10mg $72 Buy
22260 25mg $157 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.

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( 202)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58

View Lastest 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
US $0.00 / mg 5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
Cyclovirobuxin D USP/EP/BP pictures 2021-08-07 Cyclovirobuxin D USP/EP/BP
860-79-7
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Cyclovirobuxin D pictures 2021-07-02 Cyclovirobuxin D
860-79-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Cyclovirobuxine D pictures
  • Cyclovirobuxine D
    860-79-7
  • US $0.00 / mg
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
  • Cyclovirobuxin D pictures
  • Cyclovirobuxin D
    860-79-7
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
CYCLOVIROBUXINE CYCLOVIROBUXINE D 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 9,19-cyclo-5-alpha,9-beta-pregnan-16-alpha-ol,4,4,14-trimethyl-3-beta,20-alpha bebuxine -bis(methylamino)- cvb-d 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, 98%, from Buxus sinica (Rehd. et Wils.) Cheng Cyclovirobuxine D (CVB-D) Cyclovirobuxin D USP/EP/BP Cyclovirobuxin D (CVB-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