Pharmacological effects Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
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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
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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
SMILES
O[C@]12CC[C@H](C3=COC(C=C3)=O)[C@]1(CC[C@]1([H])[C@]3(CC[C@@H](C[C@@]3([H])CC[C@@]21[H])O)C)C
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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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89587
Product name
Bufalin
Purity
phyproof? Reference Substance
Packaging
10mg
Price
$496
Updated
2025/07/31
Sigma-Aldrich
Product number
B0261
Product name
Bufalin
Packaging
10mg
Price
$577
Updated
2025/07/31
Sigma-Aldrich
Product number
203900
Product name
Bufalin
Purity
A cardiotonic steroid isolated from toads of
Packaging
10mg
Price
$201
Updated
2025/07/31
Cayman Chemical
Product number
15725
Product name
Bufalin
Purity
≥98%
Packaging
5mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
15725
Product name
Bufalin
Purity
≥98%
Packaging
10mg
Price
$100
Updated
2024/03/01
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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

Chemical Properties

It comes from the dried secretions of toads such as the Chinese giant toad Bufo bufo gargarizans Cantor or the black-spotted toad Bufo melanostictus Schneider.

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

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.

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

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Bufalin Suppliers

Shanghai Fuorain BioTech Co., Ltd
Tel
18672534757
Email
xiaoxue.hu@fuorain.cn
Country
China
ProdList
1999
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18729
Advantage
57
China Langchem Inc.
Tel
0086-21-58956006
Fax
0086-21-58956100
Country
China
ProdList
7811
Advantage
57
Aktin Chemicals, Inc.
Tel
86-28-85159085
Fax
86-28-85152372
Email
info@aktinchem.com
Country
China
ProdList
297
Advantage
62
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
6387
Advantage
52
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
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View Lastest Price from Bufalin manufacturers

Shanghai Standard Technology Co., Ltd.
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

465-21-4, BufalinRelated Search:


  • 22-dienolide,3,14-dihydroxy-,(3-beta,5-beta)-bufa-2
  • Bufalin, 98%, from bufonis venenum
  • Bufalin, >=98%
  • 22-dienolide,3-beta,14-dihydroxy-5-beta-bufa-2
  • BUFA-20,22-DIENOLIDE, 3,14-DIHYDROXY-, (3B,5B)-
  • BUFALIN
  • (3BETA,5BETA)-3,14-DIHYDROXYBUFA-20,22-DIENOLIDE
  • 3-BETA-14-DIHYDROXY-5-BETA-BUFA-20,22-DIENOLIDE
  • 3BETA,14-DIHYDROXY-5BETA,20[22]-BUFADIENOLIDE
  • 5BETA,20[22]-BUFADIENOLIDE-3BETA,14-DIOL
  • 3,14-dihydroxybufa-20,22-dienolide
  • BUFALIN: BUFA-20,22-DIENOLIDE, 3,14-DIHYDROXY-, (3B,5B)-,
  • Bufalin std.
  • BUFALIN90%,99%
  • 3-b,14-Dihydroxy-5-beta-bufa-20,22-dienolide
  • 5-(3,14-Dihydroxy-13-methyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pyran-2-one
  • 3β,14-Dihydroxy-5β,20(22)-bufadienolide, 5β,20(22)-Bufadienolide-3β,14-diol
  • 5-(3,14-Dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)pyran-2-one
  • Bufa-20,22-dienolide, 3,14-dihydroxy-, (3-beta,5-beta)-
  • 3β,14-Dihydroxy-5β,20(22)-bufadienolide
  • 5β,20(22)-Bufadienolide-3β,14-diol
  • Bufalin,3β,14-Dihydroxy-5β,20(22)-bufadienolide, 5β,20(22)-Bufadienolide-3β,14-diol
  • (3β,5β)-3,14-Dihydroxy-bufa-20,22-dienolide
  • Bufalin - CAS 465-21-4 - Calbiochem
  • NSC 89595
  • NSC 89595;NSC-89595;NSC89595
  • NSC89595
  • NSC-89595
  • Bufalin USP/EP/BP
  • Bufalin (6CI)
  • 5-((3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-2-one
  • Bufa-20,22-dienolide, 3,14-dihydroxy-, (3β,5β)-
  • Bufalin-RM
  • Bufalin, Na+/K+-ATPase inhibitor
  • Bufalin, 10 mM in DMSO
  • 465-21-4
  • C24H34O4
  • Inhibitors
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids