Bufalin
Pharmacological effects Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent- Product Name
- Bufalin
- CAS No.
- 465-21-4
- Chemical Name
- Bufalin
- Synonyms
- BUFALIN;NSC89595;NSC 89595;NSC-89595;Bufalin-RM;Bufalin std.;Bufalin (6CI);Bufalin, >=98%;BUFALIN90%,99%;Bufalin USP/EP/BP
- CBNumber
- CB8219888
- Molecular Formula
- C24H34O4
- Formula Weight
- 386.53
- MOL File
- 465-21-4.mol
Bufalin Property
- 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) - pka
- 15.01±0.70(Predicted)
- form
- White to off-white solid
- color
- White to off-white
- InChIKey
- QEEBRPGZBVVINN-ONGIWDLKSA-N
Safety
- 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
N-Bromosuccinimide Price
- Product number
- PHL89587
- Product name
- Bufalin
- Purity
- phyproof? Reference Substance
- Packaging
- 10mg
- Price
- $485
- Updated
- 2024/03/01
- Product number
- B0261
- Product name
- Bufalin
- Packaging
- 10mg
- Price
- $561
- Updated
- 2024/03/01
- Product number
- 203900
- Product name
- Bufalin
- Purity
- A cardiotonic steroid isolated from toads of
- Packaging
- 10mg
- Price
- $230
- Updated
- 2024/03/01
- Product number
- 15725
- Product name
- Bufalin
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $57
- Updated
- 2024/03/01
- Product number
- 15725
- Product name
- Bufalin
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $100
- Updated
- 2024/03/01
Bufalin Chemical Properties,Usage,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.
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Raw materials
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View Lastest Price from Bufalin manufacturers
- Product
- Bufalin 465-21-4
- Price
- US $0.00/mg
- Min. Order
- 5mg
- Purity
- ≥98%(HPLC)
- Supply Ability
- 10 g
- Release date
- 2019-11-12
- Product
- Bufalin 465-21-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- Bufalin 465-21-4
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg,5kg,50kg
- Release date
- 2020-01-18