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Bufalin Basic information
Pharmacological effects Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
Product Name: Bufalin
Synonyms: NSC 89595;NSC89595;NSC-89595;22-dienolide,3,14-dihydroxy-,(3-beta,5-beta)-bufa-2;Bufalin, >=98%;Bufalin, 98%, from bufonis venenum;Bufalin - CAS 465-21-4 - Calbiochem;22-dienolide,3-beta,14-dihydroxy-5-beta-bufa-2
CAS: 465-21-4
MF: C24H34O4
MW: 386.52
EINECS:
Product Categories: reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;chemical reagent;pharmaceutical intermediate;phytochemical
Mol File: 465-21-4.mol
Bufalin Structure
Bufalin Chemical Properties
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
pka 15.01±0.70(Predicted)
form  White to off-white solid
InChIKey QEEBRPGZBVVINN-ONGIWDLKSA-N
Safety Information
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
MSDS Information

Bufalin Usage And Synthesis
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.
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.
Hazard Toxic.
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
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