1,1-Dimethylbiguanide hydrochloride

1,1-Dimethylbiguanide hydrochloride

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1,1-Dimethylbiguanide hydrochloride
Category Enzyme inhibitors
Catalog number BBF-04609
CAS 1115-70-4
Molecular Weight 165.62
Molecular Formula C4H12ClN5
Purity ≥95%

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BBF-04609 500 g $199 In stock

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Description

1,1-Dimethylbiguanide hydrochloride is the hydrochloride salt of the biguanide metformin with antihyperglycemic and potential antineoplastic activities. It decreases hyperglycemia primarily by suppressing glucose production by the liver (hepatic gluconeogenesis).

Specification

Related CAS 15537-72-1 (Deleted CAS) 56258-19-6 (Deleted CAS) 144377-16-2 (Deleted CAS) 657-24-9 (free base)
Synonyms Imidodicarbonimidic diamide, N,N-dimethyl-, hydrochloride (1:1); Biguanide, 1,1-dimethyl-, hydrochloride; Biguanide, 1,1-dimethyl-, monohydrochloride; Imidodicarbonimidic diamide, N,N-dimethyl-, monohydrochloride; Apo-Metformin; Apophage; Benofomin; Brot; Dabex; Denkaform; Fornidd; Geamet; Glifage; LA 6023; Meguan; Metformin hydrochloride; N,N-Dimethylbiguanide hydrochloride; N1,N1-Dimethylbiguanide hydrochloride; Nelbis; Neodipa; Obimat-SR; Orabet; Riomet; Siamformet; Walaphage
Storage Store at -20°C
IUPAC Name 3-(diaminomethylidene)-1,1-dimethylguanidine;hydrochloride
Canonical SMILES CN(C)C(=N)N=C(N)N.Cl
InChI InChI=1S/C4H11N5.ClH/c1-9(2)4(7)8-3(5)6;/h1-2H3,(H5,5,6,7,8);1H
InChI Key OETHQSJEHLVLGH-UHFFFAOYSA-N

Properties

Appearance White crystalline powder
Application Hypoglycemic agents
Boiling Point 224.1±50.0°C at 760 mmHg
Melting Point 232°C
Solubility Soluble in DMSO (Slightly), Methanol (Slightly)
LogP 1.05850

Reference Reading

1.Synthesis, spectroscopic, and thermal investigation of transition and non-transition complexes of metformin as potential insulin-mimetic agents
Foziah A. Al-Saif • Moamen S. Refat. J Therm Anal Calorim (2013) 111:2079–2096
In vitro biocidal activities results of both metformin hydrochloride free ligand and their metal complexes clearly show that the compounds have both antibacterial and antifungal potency against the tested organisms (Table 9, and illustrated in Fig. 7). By comparison between the biological evaluation of metformin HCl complexes with the standards Tetracycline as (antibacterial agent) and amphotericin B as (antifungal agent), the results items of highest-to-lowest effective can be summarized as follows.
2.Synthesis, Spectroscopic, Thermal, Free Radical Scavenging Ability, and Antitumor Activity Studies of Cobalt(II) Metformin Complex
Moamen S. Refat and Mohamed I. Kobeasy. Russian Journal of General Chemistry, 2014, Vol. 84, No. 4, pp. 767–774.
The infrared absorption bands are one of the important tools of analyses used for determining the mode of chelations. The most significant bands (Fig. 2) of Metformin HCl ligand can be classified into three groups: (1) NH vibrations of primary (–NH2), secondary (–NH) and imino (–C=NH) groups; (2) C–N and C=N vibrational bands, and (3) C–H vibrations of the methyl groups. According to the three fundamental vibrational groups mentioned above, the Metformin HCl free ligand can be interpreted as follows: N–H vibrations: the N–H stretching of C=N–H group occurs in the region of 3400–3100 cm-1.
3.Development and statistical optimization of chitosan and eudragit based gastroretentive controlled release multiparticulate system for bioavailability enhancement of metformin HCl
Atul Kumar Sahu • Amita Verma. Journal of Pharmaceutical Investigation (2016) 46:239–252
Metformin HCl (MTF), a biguanide, was discovered in 1920s and since then it is one of the first-line drugs used alone or in combination with other hypoglycemic agents for the management of NIDDM (Setter et al. 2003). The drug in monotherapy is used, as an adjunct to diet to lower blood glucose in patients whose hyperglycemia cannot be managed on diet alone (Hawkins et al. 2002). MTF primarily acts by reducing endogenous glucose production due to which it is popular despite its high incidence of gastrointestinal intolerance (Dang et al. 2007).

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