Metformin

Modify Date: 2026-07-03 23:11:45

Metformin Structure
Metformin structure
Common Name Metformin
CAS Number 657-24-9 Molecular Weight 129.164
Density 1.0743 Boiling Point 229.23°C
Molecular Formula C4H11N5 Melting Point 199-200 °C
MSDS N/A Flash Point 58.1±22.6 °C

 Use of Metformin


Metformin (1,1-Dimethylbiguanide) inhibits the mitochondrial respiratory chain in the liver, leading to activation of AMPK, enhancing insulin sensitivity for type 2 diabetes research. Metformin can cross the blood-brain barrier and triggers autophagy[1].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name metformin
Synonym More Synonyms

 Metformin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Metformin (1,1-Dimethylbiguanide) inhibits the mitochondrial respiratory chain in the liver, leading to activation of AMPK, enhancing insulin sensitivity for type 2 diabetes research. Metformin can cross the blood-brain barrier and triggers autophagy[1].
Related Catalog
Target

AMPK

In Vitro Metformin (1,1-Dimethylbiguanide) inhibits proliferation of ESCs in a concentration-dependent manner. The IC50 is 2.45 mM for A-ESCs and 7.87 mM for N-ESCs. Metformin shows pronounced effects on activation of AMPK signaling in A-ESCs from secretory phase than in cells from proliferative phase[3]. Metformin (0-500 μM) decreases glycogen synthesis in a dose-dependent manner with an IC50 value of 196.5 μM in cultured rat hepatocytes[4]. Metformin shows cell viability and cytotoxic effects on PC-3 cells with IC50 of 5 mM[5].
In Vivo Metformin (1,1-Dimethylbiguanide; 100 mg/kg, p.o.) alone, and metformin (25, 50, 100 mg/kg) with isoproterenol groups attenuates myocyte necrosis through histopathological analysis[1]. Metformin (> 900 mg/kg/day, p.o.) results in moribundity/mortality and clinical signs of toxicity in Crl:CD(SD) rats[2].
References

[1]. Soraya H, et al. Acute treatment with metformin improves cardiac function following isoproterenol induced myocardial infarction in rats. Pharmacol Rep. 2012;64(6):1476-84.

[2]. Quaile MP, et al. Toxicity and toxicokinetics of metformin in rats. Toxicol Appl Pharmacol. 2010 Mar 15;243(3):340-7.

[3]. Xue J, et al. Metformin inhibits growth of eutopic stromal cells from adenomyotic endometrium via AMPK activation and subsequent inhibition of AKT phosphorylation: a possible role in the treatment of adenomyosis. Reproduction. 2013 Aug 21;146(4):397-406.

[4]. Otto M, et al. Metformin inhibits glycogen synthesis and gluconeogenesis in cultured rat hepatocytes. Diabetes Obes Metab. 2003 May;5(3):189-94.

[5]. Avci CB, et al. Therapeutic potential of an anti-diabetic drug, metformin: alteration of miRNA expression in prostate cancer cells. Asian Pac J Cancer Prev. 2013;14(2):765-8.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.0743
Boiling Point 229.23°C
Melting Point 199-200 °C
Molecular Formula C4H11N5
Molecular Weight 129.164
Flash Point 58.1±22.6 °C
Exact Mass 129.101440
PSA 88.99000
LogP -2.31
Appearance of Characters Solid,White to Light Brown
Vapour Pressure 1.3±0.3 mmHg at 25°C
Index of Refraction 1.576
InChIKey XZWYZXLIPXDOLR-UHFFFAOYSA-N
SMILES CN(C)C(=N)N=C(N)N
Water Solubility Acetonitrile (Slightly), Aqueous Acid (Slightly), Dichloromethane (Slightly), DM

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DU1790000
CHEMICAL NAME :
Biguanide, 1,1-dimethyl-
CAS REGISTRY NUMBER :
657-24-9
LAST UPDATED :
199601
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C4-H11-N5
MOLECULAR WEIGHT :
129.20
WISWESSER LINE NOTATION :
MUYZMYUM&N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
230 mg/kg
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
247 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
146 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Behavioral - hallucinations, distorted perceptions Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
6 gm/kg
SEX/DURATION :
female 1-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
2 gm/L/48H
REFERENCE :
GMCRDC Gann Monograph on Cancer Research. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No. 11- 1971- Volume(issue)/page/year: 27,95,1981 *** REVIEWS *** TOXICOLOGY REVIEW CLPTAT Clinical Pharmacology and Therapeutics (St. Louis). (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1960- Volume(issue)/page/year: 5,480,1964 TOXICOLOGY REVIEW ADVPA3 Advances in Pharmacology. (New York, NY) V.1-6, 1962-68. For publisher information, see AVPCAQ. Volume(issue)/page/year: 4,263,1966

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

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Metformin Structure

Metformin

CAS#:657-24-9

Learn More
Literature: Veisi, Hojat; Khazaei, Ardeshir; Safaei, Maryam; Kordestani, Davood Journal of Molecular Catalysis A: Chemical, 2014 , vol. 382, p. 106 - 113

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Metformin Structure

Metformin

CAS#:657-24-9

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Literature: Journal of Molecular Structure, , vol. 996, # 1-3 p. 38 - 41

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Metformin Structure

Metformin

CAS#:657-24-9

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Literature: WO2010/100337 A1, ; Page/Page column 9 ;

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Metformin Structure

Metformin

CAS#:657-24-9

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Literature: WO2010/100337 A1, ; Page/Page column 9-10 ;

~%

Metformin Structure

Metformin

CAS#:657-24-9

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Literature: Journal of the Chemical Society, , p. 1252,1255

~%

Metformin Structure

Metformin

CAS#:657-24-9

Learn More
Literature: Chemische Berichte, , vol. 62, p. 1394 Journal of the Chemical Society, , vol. 121, p. 1793

~%

Metformin Structure

Metformin

CAS#:657-24-9

Learn More
Literature: Chemische Berichte, , vol. 62, p. 1394 Journal of the Chemical Society, , vol. 121, p. 1793

 MetforminBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Effect on metabolism in human RKO cells assessed as inhibition of oxidative phosphory...
Source: ChEMBL
Target: RKO
External Id: CHEMBL5343603
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Cytotoxicity against human PC3 cells assessed as reduction in cell viability at 0.1 t...
Source: ChEMBL
Target: PC-3
External Id: CHEMBL4409066
Name: Antihyperglycemic activity in Sprague-Dawley rat hepatocytes assessed as inhibition o...
Source: ChEMBL
Target: Hepatocyte
External Id: CHEMBL3742959
Name: Effect on energy metabolism in human RKO cells assessed as decrease in ATP production...
Source: ChEMBL
Target: RKO
External Id: CHEMBL5343608
Name: High-throughput drug toxicity screening in the BPDCN cell line Gen2.2
Source: NCGC
Target: N/A
External Id: BPDCN-GEN22
Name: High-throughput drug toxicity screening in the BPDCN cell line Cal-1
Source: NCGC
Target: N/A
External Id: BPDCN-CAL1
Total 1677, Current Page 1 of 168
1
2
3
4
5

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Fluamine
N'-dimethylguanylguanidine
N,N-dimethylimidodicarbonimidic diamide
Diabex
N,N-dimethyl-biguanide
N,N-dimethylbiguanidine
1,1-Dimethylbiguanide
Metiguanide
Metforminum
Glumetza
Dimethylbiguanide
3-(diaminomethylidene)-1,1-dimethylguanidine
EINECS 211-517-8
Diabetosan
Glucophage

 Metformin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the melting point of metformin?
A: Melting point of metformin is 199-200 °C.
Q: What is the boiling point of metformin?
A: Boiling point of metformin is 229.23°C.
Q: What is the molecular weight of metformin?
A: Molecular weight of metformin is 129.164.
Q: What is the physical appearance of metformin?
A: metformin appears as Solid,White to Light Brown.
Q: What is the English name of metformin?
A: The English name of metformin is metformin.
Q: What is the LogP of metformin?
A: LogP of metformin is -2.31.
Q: What is the CAS number of metformin?
A: CAS number of metformin is 657-24-9.
Q: What are the upstream materials of metformin?
A: Related upstream materials(CAS) of metformin: 1115-70-4;1378856-94-0;506-59-2;124-40-3.
Q: What is the InChIKey of metformin?
A: InChIKey of metformin is XZWYZXLIPXDOLR-UHFFFAOYSA-N.
Q: What English synonyms does metformin have?
A: English synonyms of metformin: Fluamine, N'-dimethylguanylguanidine, N,N-dimethylimidodicarbonimidic diamide, Diabex, N,N-dimethyl-biguanide, N,N-dimethylbiguanidine, 1,1-Dimethylbiguanide, Metiguanide, Metforminum, Glumetza, Dimethylbiguanide, 3-(diaminomethylidene)-1,1-dimethylguanidine, EINECS 211-517-8, Diabetosan, Glucophage.

 Metforminfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Henan Tianfu Chemical Co., Ltd.
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