Bufalin
- CAS No.
- 465-21-4
- Chemical Name:
- Bufalin
- Synonyms
- BUFALIN;NSC89595;NSC 89595;NSC-89595;Bufalin std.;Bufalin (6CI);Bufalin, >=98%;BUFALIN90%,99%;Bufalin USP/EP/BP;NSC 89595;NSC-89595;NSC89595
- CBNumber:
- CB8219888
- Molecular Formula:
- C24H34O4
- Molecular Weight:
- 386.53
- MDL Number:
- MFCD30207876
- MOL File:
- 465-21-4.mol
- MSDS File:
- SDS
Melting point | 242-243° |
---|---|
alpha | D -20° |
Boiling point | 556.6±50.0 °C(Predicted) |
Density | 1.226±0.06 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility |
DMSO:36.0(Max Conc. mg/mL);93.14(Max Conc. mM) DMF:25.0(Max Conc. mg/mL);64.68(Max Conc. mM) Ethanol:27.5(Max Conc. mg/mL);71.15(Max Conc. mM) Ethanol:PBS (pH 7.2) (1:2):0.3(Max Conc. mg/mL);0.78(Max Conc. mM) |
form | White to off-white solid |
pka | 15.01±0.70(Predicted) |
color | White to off-white |
InChIKey | QEEBRPGZBVVINN-ONGIWDLKSA-N |
FDA UNII | U549S98QLW |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS06 |
---|---|
Signal word | Danger |
Hazard statements | H300 |
Precautionary statements | P301+P310+P330 |
Hazard Codes | T+ |
Risk Statements | 28 |
Safety Statements | 28-36/37-45 |
RIDADR | UN 3462 6.1/PG 2 |
WGK Germany | 3 |
RTECS | EI2962500 |
HazardClass | 6.1(a) |
PackingGroup | II |
HS Code | 29322090 |
Bufalin price More Price(43)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | PHL89587 | Bufalin phyproof? Reference Substance | 465-21-4 | 10mg | $485 | 2024-03-01 | Buy |
Sigma-Aldrich | B0261 | Bufalin | 465-21-4 | 10mg | $561 | 2024-03-01 | Buy |
Sigma-Aldrich | 203900 | Bufalin A cardiotonic steroid isolated from toads of | 465-21-4 | 10mg | $230 | 2024-03-01 | Buy |
Cayman Chemical | 15725 | Bufalin ≥98% | 465-21-4 | 5mg | $57 | 2024-03-01 | Buy |
Cayman Chemical | 15725 | Bufalin ≥98% | 465-21-4 | 10mg | $100 | 2024-03-01 | Buy |
Bufalin Chemical Properties,Uses,Production
Pharmacological effects
Bufalin is one of the main components of dried secretions of toad which is Bufo , Bufalin has a strong surface anesthetic effect, and it has a long-lasting effect in rabbit cornea and human tongue tests which is stronger than cocaine, about 90 times of cocaine. intravenous fluid Toad (0.05mg/kg) on Anesthetized rabbits , anesthetized rabbits can be caused breathing excitement, cat can also be caused breathe excitement . Its effect is stronger than nikethamide , pentylenetetrazol, lobeline, etc. and it can antagonize morphine respiratory depression. Respiratory stimulant order: Bufalin>Resibufogenin= Cinobufagin =cinobufotaline> Japanese toad toxins.
Bufalin low concentrations (10-4) promote release of presynaptic acetylcholine on rat diaphragm , while high concentrations promote first then inhibit, and partly antagonize the neuromuscular blocking effects of Mg2 +,but no inhibition on choline esterase.
The above information is edited by the Chemicalbook of Tian Ye.
Category
Toxic substances
Toxicity grading
Highly toxic
Acute toxicity
Intraperitoneal-mouse LD50: 2.2 mg/kg
Flammability and hazard characteristics
Flammable,the fire produces acrid smoke .
Storage Characteristics
Ventilated, low-temperature ,dry storeroom,separate from food raw materials .
Extinguishing agent
Water, carbon dioxide, dry powder,sandy soil
Uses
A bufadienolide derivative, cardiac steroid, a component of bufadienolides present in the traditional Chinese medicine Chan'su, used therapeutically for the treatment of heart disease, also has been reported as a protective factor in many tumors.
Uses
Bufalin has been used:
- to test its effect on invasion and activation of nuclear factor kappa- B (NF-κB) cells and tumor necrosis factor-α (TNF-α) stimulated rheumatoid arthritis fibroblast-like synoviocytes (RAFLSs)
- as a nuclear receptor coactivator 3 (NCOA3) inhibitor in chondrocytes
- to test its anti-metastasis effect in lung cancer cells (NCI-H460) resistant to gefitinib
Definition
ChEBI: A 14beta-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5beta- and 14beta-positions. It has been isolated from the skin of the toad Bufo bufo.
General Description
Bufalin is a C-24 steroid with an α-pyrone ring positioned at C-17. It is present in the venom glands and skin of toad, Venenum Bufonis. Bufalin is a cardiotonic steroid and is digoxin-like component of Chan Su.
Hazard
Toxic.
Biochem/physiol Actions
Bufalin is an anti-metastasis drug, which elicits anti-tumor functionality by favoring cell cycle arrest and apoptosis in various cancer types including hepatocellular, bladder and osteosarcoma. It also promotes autophagic cell death and possesses anti-inflammatory properties. Bufalin is a steroid receptor coactivator (SRC) inhibitor.
Enzyme inhibitor
This cardioactive C-24 steroid (FW = 386.52 g/mol; CAS 465-21-4; Solubility: 5 mg/mL chloroform, 25 mg/mL DMSO), also named 3,14- dihydroxybufa-20,22-dienolide;5β,20(22)-bufadienolide-3β,14-diol and 3β,14-dihydroxy-5β,20(22)-bufadienolide, is the major digoxin-like immunoreactive component of Chansu, a traditional Chinese medicine prepared from the skin and venom-containing parotid gland of a poisonous toad. Bufalin increases the doubling time of three prostate cancer cell lines, inducing apoptosis and the caspase-3 activity. Expression of other proapoptoptic factors, such as mitochondrial Bax and cytosolic cytochrome c, were also increased. Bufalin also reduces serum-induced invasiveness of human hepatocellular cancer SK-Hep1 cells, markedly inhibiting MMP-2 and MMP-9 activities. It also attenuates phosphoinisitide-3-kinase (PI3K) and AKT phosphorylation was associated with reduced levels of NF- κB. Bufalin also suppresses protein levels of FAK, Rho A, VEGF, MEKK3, MKK7, and uPA. Such observations indicate that bufalin is as an antiinvasive agent that inhibits MMP-2 and -9 and alters PI3K/AKT and NF- κB signaling pathways.
Bufalin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3772 | 58 |
Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9312 | 55 |
Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
Xi'an Kono chem co., Ltd., | 029-86107037 13289246953 | info@konochemical.com | China | 2995 | 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 |
Shanghai Standard Technology Co., Ltd. | 18502101150 | ft-sales@nature-standard.com | CHINA | 1923 | 58 |
TopScience Biochemical | 00852-68527855 | info@itopbiochem.com | China Hong Kong | 902 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29822 | 58 |
View Lastest Price from Bufalin manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2023-02-24 | Bufalin
465-21-4
|
US $0.00 / mg | 5mg | ≥98%(HPLC) | 10 g | Shanghai Standard Technology Co., Ltd. | ||
2021-07-02 | Bufalin
465-21-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd | ||
2020-01-19 | Bufalin
465-21-4
|
US $3.00 / KG | 1KG | 98% | 1kg,5kg,50kg | Career Henan Chemical Co |