1-Methylbiguanide

Base Information

• Chemical Name: 1-Methylbiguanide
• CAS No.: 1609-00-3
• Molecular Formula: C3H9 N5
• Molecular Weight: 115.138
• UNII: K9BB0L32CH
• DSSTox Substance ID: DTXSID10167032
• Nikkaji Number: J1.206.460H
• Wikidata: Q27282125
• Mol file: 1609-00-3.mol

Synonyms:1-Methylbiguanide;1609-00-3;1-(diaminomethylidene)-2-methylguanidine;Biguanide, 1-methyl-;Imidodicarbonimidic diamide, N-methyl-;N-Methyl-N'-guanylguanidine;UNII-K9BB0L32CH;K9BB0L32CH;Metformin hydrochloride impurity E [EP];Methylbiguanid;Metformin EP impurity E;1-METHYL-BIGUANIDE;SCHEMBL245397;SCHEMBL14342338;SCHEMBL20290876;SCHEMBL20865551;SCHEMBL22373676;SCHEMBL24433817;DTXSID10167032;N-methylimidodicarbonimidic diamide;CS-BV-00034;STL483694;AKOS006342027;N-METHYL-IMIDODICARBONIMIDIC DIAMIDE;CS-0164692;1-Methyl-Biguanide (Metformin Impurity pound(c);Q27282125;METFORMIN HYDROCHLORIDE IMPURITY E [EP IMPURITY]

Chemical Property of 1-Methylbiguanide

Chemical Property:

• Melting Point: 107-108 °C
• Boiling Point: 165.3±23.0 °C(Predicted)
• PKA: 12.77±0.10(Predicted)
• PSA: 180.76000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 0.73320
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 115.08579531
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-METHYLBIGUANIDE SULPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN=C(N)N=C(N)N
• Uses: N-Demethylated analog of Metformin (M258815) with stimulatory effects on the intracellular portion of human insulin receptor (IPβIRK).

Technology Process of 1-Methylbiguanide

There total 9 articles about 1-Methylbiguanide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methylamine hydrochloride (593-51-1) + N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) → 1-methylguanidine (471-29-4) + guanidine nitrate (113-00-8) + 1-methylbiguanide (1609-00-3)

Guidance literature:

at 180 ℃;

DOI:10.1111/j.1365-2621.2003.tb08272.x

Reference yield:

1-benzyl-1-methyl-biguanide; hydrochloride (2123-07-1) → 1-methylbiguanide (1609-00-3)

Guidance literature:

With palladium on activated charcoal; ethanol; at 45 ℃; Hydrogenation;

DOI:10.1021/ja01526a047

Reference yield:

N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) + methylamine (74-89-5) → 1-methylbiguanide (1609-00-3)

Guidance literature:

With copper(II) sulfate; at 100 ℃;

upstream raw materials:

1-benzyl-1-methyl-biguanide; hydrochloride

methylamine hydrochloride

N-Cyanoguanidine

methylamine

Downstream raw materials:

guanidine nitrate

urea

N-Methylurea

benzil-bis(N-methyldiamidino)diimine

Refernces

• 1、 Reibenschuh. "-". . p. 388,392. Retrieved 1883.