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
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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
$485
Updated
2024/03/01
Sigma-Aldrich
Product number
B0261
Product name
Bufalin
Packaging
10mg
Price
$561
Updated
2024/03/01
Sigma-Aldrich
Product number
203900
Product name
Bufalin
Purity
A cardiotonic steroid isolated from toads of
Packaging
10mg
Price
$230
Updated
2024/03/01
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

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

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Bufalin Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19179
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
18738
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
9387
Advantage
52
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
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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
  • 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