phenformin

Modify Date: 2024-01-03 10:50:46

phenformin Structure
phenformin structure
Common Name phenformin
CAS Number 114-86-3 Molecular Weight 205.260
Density 1.2±0.1 g/cm3 Boiling Point 332.2±35.0 °C at 760 mmHg
Molecular Formula C10H15N5 Melting Point 280-282°C
MSDS N/A Flash Point 154.7±25.9 °C

 Use of phenformin


Phenformin (1-phenethylbiguanide) is an orally active antidiabetic and anticancer agent. Phenformin has an incidence of associated lactic acidosis. Phenformin acts through acting AMPK activation and blocking mTOR pathway. Phenformin is also a substrate of P-glycoprotein (P-gp), and an OXPHOS inhibitor. Phenformin induces cancer cell apoptosis[1][2].

 Names

Name phenformin
Synonym More Synonyms

 phenformin Biological Activity

Description Phenformin (1-phenethylbiguanide) is an orally active antidiabetic and anticancer agent. Phenformin has an incidence of associated lactic acidosis. Phenformin acts through acting AMPK activation and blocking mTOR pathway. Phenformin is also a substrate of P-glycoprotein (P-gp), and an OXPHOS inhibitor. Phenformin induces cancer cell apoptosis[1][2].
Related Catalog
References

[1]. García Rubiño ME, et al. Phenformin as an Anticancer Agent: Challenges and Prospects. Int J Mol Sci. 2019 Jul 5;20(13):3316.  

[2]. Yendapally R, et al. A review of phenformin, metformin, and imeglimin. Drug Dev Res. 2020 Jun;81(4):390-401.  

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 332.2±35.0 °C at 760 mmHg
Melting Point 280-282°C
Molecular Formula C10H15N5
Molecular Weight 205.260
Flash Point 154.7±25.9 °C
Exact Mass 205.132751
PSA 97.78000
LogP -0.60
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.620
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DU2100000
CHEMICAL NAME :
Biguanide, 1-phenethyl-
CAS REGISTRY NUMBER :
114-86-3
BEILSTEIN REFERENCE NO. :
1977317
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C10-H15-N5
MOLECULAR WEIGHT :
205.30
WISWESSER LINE NOTATION :
MUYZMYUM&M2R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
650 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APPHAX Acta Poloniae Pharmaceutica. For English translation, see APPFAR. (Ars Polona, POB 1001, 00-680 Warsaw 1, Poland) V.1- 1937- Volume(issue)/page/year: 42,236,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
450 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
APPHAX Acta Poloniae Pharmaceutica. For English translation, see APPFAR. (Ars Polona, POB 1001, 00-680 Warsaw 1, Poland) V.1- 1937- Volume(issue)/page/year: 42,236,1985
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 :
BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 97,396,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
16 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
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Nutritional and Gross Metabolic - metabolic acidosis
REFERENCE :
43ZRAD "Hemoperfusion: Kidney and Liver Support and Detoxification, Proceedings of the International Symposium, Haifa, 1979," Sideman, S., and T.M.S. Chang, eds., Multiple parts, New York, Hemisphere Pub. Corp., 1980- Volume(issue)/page/year: 1,337,1980

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R22
Safety Phrases S36
WGK Germany 3
RTECS DU2200000

 Synthetic Route

~84%

phenformin Structure

phenformin

CAS#:114-86-3

Literature: Bioorganic and Medicinal Chemistry, , vol. 21, # 8 p. 2305 - 2313

~%

phenformin Structure

phenformin

CAS#:114-86-3

Literature: Journal of the American Chemical Society, , vol. 81, p. 2220,2223

 Synonyms

[3H]-Phenformin
Fenformin
Normoglucina
1-(diaminomethylidene)-2-(2-phenylethyl)guanidine
[14C]-Phenformin
1-phenethylbiguanide
MFCD00035039
Imidodicarbonimidic diamide, N-(2-phenylethyl)-
Feguanide
Phenforminum
phenylethyl biguanide
phenethylbiguanide
Phenformine
EINECS 204-057-4
phenformin
Cronoformin
Fenfoduron
Fenformina
N-(2-Phenylethyl)imidodicarbonimidic diamide
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