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Key Documents

SML1496

Sigma-Aldrich

Buformin hydrochloride

≥98% (HPLC)

Synonym(s):

1-Butylbiguanide hydrochloride, N-Butyl-imidodicarbonimidic diamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H15N5 · HCl
CAS Number:
1190-53-0
Molecular Weight:
193.68
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 25 mg/mL, clear

storage temp.

−20°C

SMILES string

[Cl-].N\C(=N/CCCC)\N=C(N)N.[H+]

InChI

1S/C6H15N5.ClH/c1-2-3-4-10-6(9)11-5(7)8;/h2-4H2,1H3,(H6,7,8,9,10,11);1H

InChI key

KKLWSPPIRBIEOV-UHFFFAOYSA-N

Application

Buformin hydrochloride has been used as an internal standard in liquid chromatography-tandem mass spectrometry to analyze postmortem distribution/redistribution of buformin in body fluids and solid tissues in an autopsy case.

Biochem/physiol Actions

Buformin is an oral antidiabetic drug with antiproliferative properties; AMPK activator.
Buformin is an oral antidiabetic drug with antiproliferative properties; AMPK activator. Buformin, an antidiabetic biguanide drug, was withdrawn as an antidiabetic drug in several countries because of the side effect of lactic acidosis, but is now being investigated as an anticancer agent. Buformin inhibits the growth and development of cancer. Buformin has been shown to postpone spontaneous carcinogenesis as well as inhibit induced carcinogenesis in animal studies. Buformin decreased cancer incidence, multiplicity, and burden in a rat study of chemically induced mammary carcinogenesis. Buformin also reduced renal cell carcinoma survival under conditions of glucose deprivation. Buformin′s anticancer activity is thought to involve disruption of the Warburg effect by AMPK activation, which decreases hepatic glucose production, and inhibition of the mTor pathway.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000284379
016M4729V

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Amin Wurita et al.
Forensic science international, 314, 110376-110376 (2020-07-03)
An autopsy for a suicidal case of a male in his 40s, who had died of poisoning due to ingestion of a large amount of buformin, was performed at our department. Buformin is biganide class agent used for patients of
Yan Ding et al.
Open life sciences, 15(1), 409-417 (2021-04-06)
Buformin has been reported to be a powerful anticancer drug by activating the AMPK signal. Herein, we aimed to investigate the effects of buformin on osteosarcoma. Cellular proliferative abilities were determined by cell counting kit-8 and colony formation assays. Cellular

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