Buformin

Modify Date: 2025-08-25 17:26:11

Buformin Structure
Buformin structure
Common Name Buformin
CAS Number 692-13-7 Molecular Weight 157.21700
Density 1.22g/cm3 Boiling Point 322.7ºC at 760 mmHg
Molecular Formula C6H15N5 Melting Point N/A
MSDS N/A Flash Point 148.9ºC

 Use of Buformin


Buformin (1-Butylbiguanide) is a potent and orally active biguanide antidiabetic agent, an AMPK activator. Buformin decreases hepatic gluconeogenesis and lowers blood glucose production in vivo. Buformin also has anti-cancer activities and is applied in cancer study (such as, cervical cancer and breast cancer, et al)[1].

 Names

Name 1-butylbiguanide
Synonym More Synonyms

 Buformin Biological Activity

Description Buformin (1-Butylbiguanide) is a potent and orally active biguanide antidiabetic agent, an AMPK activator. Buformin decreases hepatic gluconeogenesis and lowers blood glucose production in vivo. Buformin also has anti-cancer activities and is applied in cancer study (such as, cervical cancer and breast cancer, et al)[1].
Related Catalog
In Vitro Buformin (0-10 mM; 5 days) inhibits SKBR3 and BT474 cells growth as a concentration-dependent manner, exhibits IC50 values of 246.7 μM and  98.6 μM for erbB-2-overexpressing SKBR3 and BT474 cells, respectively[1]. Buformin (0-3 mM; 48 hours)  increases the percentage of cells in G0/G1 phase and reduced the percentage of cells in S phase, especially in the SKBR3 cells[1]. Buformin (0-3 mM; 24 hours) suppresses RTK activation, including erbB-2 and IGF1R signaling  downstream, and Akt activation/phosphorylation is inhibited in both SKBR3 and BT474 cells[1]. Cell Viability Assay[1] Cell Line: ErbB-2-overexpressing SKBR3 and BT474 cells Concentration: 0 μM, 1 μM, 3 μM, 10 μM, 30 μM, 100 μM, 300 μM, 1, 3, or 10 mM Incubation Time: 5 days Result: Reduced cell viability in erbB-2-overexpressing breast cells. Cell Cycle Analysis[1] Cell Line: ErbB-2-overexpressing SKBR3 and BT474 cells Concentration: 0.5 mM; 1 mM; 3 mM Incubation Time: 48 hours Result: Increased cells arresting in G0/G1 phase. Western Blot Analysis[1] Cell Line: ErbB-2-overexpressing SKBR3 and BT474 cells Concentration: 0 mM, 0.1 mM, 0.3 mM, 1 mM, or 3 mM Incubation Time: 24 hours Result: Decreased p-AMPK, p-p706S, p-ERK1/2 expression in a concentration-dependent manner.
In Vivo Buformin (oral administation; 7.6 mmol/kg of chow; 7 days) exhibits significantly reduced tumor volumes and weights, and hinders mammary morphogenesis and proliferation in MMTV-erbB-2 transgenic mice[1] Animal Model: Female MMTV-erbB-2 transgenic mice[1] Dosage: 7.6 mmol/kg Administration: Oral administation; 7 days Result: Inhibited mammary syngeneic tumor growth in MMTV-erbB-2 transgenic mice.
References

[1]. Amanda B Parris, et al. Buformin Inhibits the Stemness of erbB-2-overexpressing Breast Cancer Cells and Premalignant Mammary Tissues of MMTV-erbB-2 Transgenic Mice. J Exp Clin Cancer Res

[2]. Jing Li, et al. Buformin Suppresses Proliferation and Invasion via AMPK/S6 Pathway in Cervical Cancer and Synergizes With Paclitaxel. Cancer Biol Ther. 2018 Jun 3;19(6):507-517.

 Chemical & Physical Properties

Density 1.22g/cm3
Boiling Point 322.7ºC at 760 mmHg
Molecular Formula C6H15N5
Molecular Weight 157.21700
Flash Point 148.9ºC
Exact Mass 157.13300
PSA 97.78000
LogP 1.47550
Index of Refraction 1.568
InChIKey XSEUMFJMFFMCIU-UHFFFAOYSA-N
SMILES CCCCN=C(N)N=C(N)N

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DU1132000
CHEMICAL NAME :
Biguanide, 1-butyl-
CAS REGISTRY NUMBER :
692-13-7
BEILSTEIN REFERENCE NO. :
0607037
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C6-H15-N5
MOLECULAR WEIGHT :
157.26
WISWESSER LINE NOTATION :
MUYZMYUM&M4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,1521,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
140 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,1521,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MEXPAG Medicina Experimentalis. (Basel, Switzerland) V.1-11, 1959-64; V.18-19, 1968-69. For publisher information, see JNMDBO. Volume(issue)/page/year: 8,237,1963

 Synthetic Route

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Buformin Structure

Buformin

CAS#:692-13-7

Literature: Dutta,R.L.; Sengupta,N.R. Journal of the Indian Chemical Society, 1961 , vol. 38, p. 741 - 746

~%

Buformin Structure

Buformin

CAS#:692-13-7

Literature: Shaw; Gross Journal of Organic Chemistry, 1959 , vol. 24, p. 1809 Full Text View citing articles Show Details Shapiro et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 3725,3726

~%

Buformin Structure

Buformin

CAS#:692-13-7

Literature: Urbanski et al. Roczniki Chemii, 1959 , vol. 33, p. 1383,1387 Chem.Abstr., 1960 , p. 13034

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

Glybigid
Buformine
W 37
Dibetos B
Butformin
1-butyl-biguanide
Butylbiguanide
N-butylbiguanide
1-Butyl-biguanid
DBV
H 224
Buformin
Butyldiguanide
EINECS 211-726-4
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