ChemicalBook > CAS DataBase List > Phenformin

Phenformin

Product Name
Phenformin
CAS No.
114-86-3
Chemical Name
Phenformin
Synonyms
pbi;phenethylbiguanide;Phenformine;PHENFORMIN HCL;N-Phenethylbiguanide;w32;Pedg;W 32;Dipar;dbcomb
CBNumber
CB6700560
Molecular Formula
C10H15N5
Formula Weight
205.26
MOL File
114-86-3.mol
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Phenformin Property

Melting point:
176.5 °C
Boiling point:
333.94°C (rough estimate)
Density 
1.0541 (rough estimate)
refractive index 
1.6380 (estimate)
pka
pKa 3.1/12.9±0.01(H2O,t =25,I>0.1) (Uncertain)
CAS DataBase Reference
114-86-3(CAS DataBase Reference)
NIST Chemistry Reference
Imidodicarbonimidic diamide, n-(2-phenylethyl)-(114-86-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
DU2200000
HS Code 
2925290090
Hazardous Substances Data
114-86-3(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 1650 mg/kg BCFAAI 110,470,71
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
288461
Product name
Phenformin
Packaging
250g
Price
$382
Updated
2021/12/16
TRC
Product number
P296055
Product name
N-Phenethylbiguanide
Packaging
100mg
Price
$50
Updated
2021/12/16
AK Scientific
Product number
M819
Product name
Phenformin
Packaging
1g
Price
$154
Updated
2021/12/16
Apolloscientific
Product number
OR471153
Product name
N-Phenethylbiguanide
Packaging
5g
Price
$350
Updated
2021/12/16
SynQuest Laboratories
Product number
3641-1-04
Product name
N-Phenethylbiguanide
Packaging
5G
Price
$415
Updated
2021/12/16
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Phenformin Chemical Properties,Usage,Production

Originator

DBI ,Geigy, US ,1959

Uses

N-Phenethylbiguanide is used in cancer treatment methods using thermotherapy and/or enhanced immunotherapy.

Definition

ChEBI: A member of the class of biguanides that is biguanide in which one of the terminal nitrogen atoms is substituted by a 2-phenylethyl group. It was used as an anti-diabetic drug but was later withdrawn from the market due to potential risk of lactic acidos s.

Manufacturing Process

15.76 g of β-phenylethylamine hydrochloride and 8.4 g of dicyandiamide were ground and intimately mixed. The mixture was heated in an oil bath in a 3neck flask fitted with a thermometer and stirrer, and the mixture began to melt at a bath temperature of 125°C and was completely fluid at 130°C. Further heating at 145°C to 150°C initiated an exothermic reaction and the temperature of the fusion mixture (156°C) exceeded the oil bath temperature (150°C) by 6°. Heating was continued for one hour at bath temperature of 148°C to 150°C. The reaction mixture was cooled, dissolved in about 100 cc of methanol and filtered. The methanol filtrate was concentrated under reduced pressure, cooled and the product (β-phenylethylbiguanide hydrochloride) filtered off and recrystallized from 95% isopropanol.

brand name

DBI (Ciba-Geigy);Adibetin;Antipond;Bi-uglucon ud87;D bretard;Daopar;Db comb.;Db retard;De be;Debej;Diaformin;Dibein retard;Dibenide;Dibinyl;Dibolin;Dibophen;Dibun;Diebin retard;Diguabet;Dobeom;Fenguanide;Gluciferne;Glucifrene;Glucopstin;Kataglicina;Ls 6030;Oraleo;Prontoformin;Tolbrtaphen.

Therapeutic Function

Antidiabetic

World Health Organization (WHO)

Phenformin, a biguanide with oral hypoglycaemic activity, was introduced in 1957 for the management of diabetes mellitus. By 1970 its use had been associated with incidences of lactic acidosis and by 1976 clinical studies had conclusively demonstrated that the hazards of phenformin treatment outweighed the benefits. Preparations containing phenformin were withdrawn in several countries and their use restricted in others. Elsewhere, however, proprietary preparations containing this drug may remain available. The related biguanide, buformin, has been also associated with lactic acidosis and has been subjected to similar restrictions as phenformin, whereas there is some evidence that metformin is less liable to induce lactic acidosis. (Reference: (WHODI) WHO Drug Information, 2, 4, 1977)

Safety Profile

Poison by intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.

Enzyme inhibitor

This oral, biguanide-class antidiabetic (FWhydrochloride = 241.72 g/mol; M.P. = 175-178°C; typically supplied as the water-soluble hydrochloride salt), also known as phenethylbiguanide and phenylethylbiguanide, and named systematically as N’-b-phenethylformamidinyliminourea, was withdrawn from the U.S. market in 1977 due to high risk of inducing often fatal lactic acidosis. Target(s): cholesterol biosynthesis; 7-dehydrocholesterol reductase; diamine oxidase; glucose transport; insulysin; pyruvate kinase; and ubiquinol:cytochrome c reductase. Phenformin is an activator of AMP-stimulated protein kinase, and like ther AMPK activators also induce nucleoli re-organization, with attendanty changes in cell proliferation. Among the compounds tested, phenformin and resveratrol had the most pronounced impact on nucleolar organization. 1. McDonald & Dalidowicz Biochemistry

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View Lastest Price from Phenformin manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Phenformin 114-86-3
Price
US $999.00-666.00/g
Min. Order
1g
Purity
99%
Supply Ability
5000
Release date
2024-08-09
Hebei Chuanghai Biotechnology Co,.LTD
Product
Phenformin 114-86-3
Price
US $10.50/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-21
Zhejiang J&C Biological Technology Co.,Limited
Product
phenformin 114-86-3
Price
US $0.00/gram
Min. Order
1gram
Purity
99%
Supply Ability
10kg
Release date
2022-02-17

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