144650-01-1

Basic information

• Product Name: 2,3-DIMETHOXY-BENZAMIDINE
• Synonyms: 2,3-DIMETHOXY-BENZAMIDINE;2,3-dimethoxybenzamidine acetic acid
• CAS NO: 144650-01-1
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.2
• Product Categories: pharmacetical
• Mol File: 144650-01-1.mol

Chemical Properties

• Boiling Point: 300.1 °C at 760 mmHg
• Flash Point: 135.3 °C
• Appearance: /
• Density: 1.17 g/cm³
• Vapor Pressure: 0.00114mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.44±0.50(Predicted)
• CAS DataBase Reference: 2,3-DIMETHOXY-BENZAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHOXY-BENZAMIDINE(144650-01-1)
• EPA Substance Registry System: 2,3-DIMETHOXY-BENZAMIDINE(144650-01-1)

Safety Data

• Hazardous Substances Data: 144650-01-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,3-DIMETHOXY-BENZAMIDINE is used as a reagent in chemical synthesis for its ability to facilitate the creation of various organic compounds. Its unique structure allows it to act as a building block in the synthesis process, contributing to the development of new chemical entities.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,3-DIMETHOXY-BENZAMIDINE is utilized as a key component in the research and development of pharmaceutical drugs. Its presence in drug molecules can enhance their therapeutic effects, making it a valuable asset in the design and synthesis of novel medications.
Used in Medicinal Chemistry Research:
2,3-DIMETHOXY-BENZAMIDINE is employed as a subject of interest in medicinal chemistry research due to its potent antibacterial and antifungal properties. Researchers explore its potential to combat various infections and develop new antimicrobial agents, contributing to the advancement of treatments for bacterial and fungal diseases.
Overall, 2,3-DIMETHOXY-BENZAMIDINE is a multifaceted compound with applications spanning across chemical synthesis, pharmaceutical research, and medicinal chemistry, showcasing its significance in the development of new compounds and treatments.

InChI:InChI=1/C9H12N2O2/c1-12-7-5-3-4-6(9(10)11)8(7)13-2/h3-5H,1-2H3,(H3,10,11)

Upstream product

• 5653-62-3 2,3-dimethoxybenzonitrile 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 407610-19-9 2-(2,3-dimethoxyphenyl)imidazole-4-carboxaldehyde 
• 160511-29-5 5-Chloromethyl-2-(2,3-dimethoxy-phenyl)-1H-imidazole 
• 159488-88-7 2-(2,3-dimethoxyphenyl)-4-(hydroxymethyl)imidazole 

Relevant articles and documents

Certain 4-aminomethyl-2-substituted imidazole derivatives and 2-aminomethyl-4-substituted imidazole derivatives: new classes of dopamine receptor subtype specific ligands

Disclosed are compounds of the formula: wherein R1 represents optionally substituted aryl, heteroaryl, arylalkyl, or cycloalkyl groups; X, Z, and Y are optionally substituted nitrogen or carbon atoms; R3 and R4 are organic or inorganic substitutents which may togther form ring structutes; m is zero, one or two; and R5 and R6 are are organic or inorganic substituents; and the pharmaceutically acceptable addition salts thereof, which compounds are highly selective partial agonists or antagonists at brain dopamine receptor subtypes or prodrugs thereof and are useful in the diagnosis and treatment of affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.

Synthesis of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole analogues and their binding affinities for dopamine D2 and D3 receptors

A series of 2-(2,3-dimethoxyphenyl)-4-(aminomethyl)imidazole derivatives was prepared and their affinity for dopamine D2 and D3 receptors was measured using in vitro binding assays. Several oxadiazole analogues were also prepared and tested for their affinity for dopamine D2 and D3 receptors. The results of receptor binding studies indicated that the incorporation of an imidazole moiety between the phenyl ring and the basic nitrogen did not significantly increase the selectivity for dopamine D3 receptors, whereas the incorporation of an oxadiazole at the same region resulted in a total loss of affinity for both dopamine receptor subtype binding sites. The most selective compound in this series is 2-(5-bromo-2,3-dimethoxyphenyl)-4-(6,7-dimethoxy-1,2,3, 4-tetrahydroisoquinolinomethyl)imidazole (5i), which has a D3 receptor affinity of 21 nM and a 7-fold selectivity for D3 versus D2 receptors. The binding affinity for σ1 and σ2 receptors was also measured, and the results showed that several analogues were selective σ1 receptor ligands.

CERTAIN AMINOMETHYL PHENYLIMIDAZOLE DERIVATIVES; AND 4-ARYL SUBSTITUTED PIPERAZINYL AND PIPERIDINYLMETHYL PHENYLIMIDAZOLE DERIVATIVES; A NEW CLASS OF DOPAMINE RECEPTOR SUBTYPE LIGANDS

This invention encompasses compounds of the formulas: STR1 where R. sub.1 R 3, R 4, R 6, X, Y, and Z are T are variables; andM is STR2 where R 2 is a variable; or R. sub.1 and R. sub.2 together may represent--(CH 2) n1 where n 1 is 1, 2, or 3.P

4-ARYL SUBSTITUTED PIPERAZINYLMETHYL PHENYLIMIDAZOLE DERIVATIVES; A NEW CLASS OF DOPAMINE RECEPTOR SUBTYPE SPECIFIC LIGANDS

This invention encompasses compounds of the formulas: STR1 where R. sub.1 R 3, R 4, R 6, X, Y, and Z are T are variables; andM is STR2 where R 2 is a variable; or R. sub.1 and R. sub.2 together may represent--(CH 2) n 1 where n 1 is 1, 2, or 3.

2-Phenyl-4-(aminomethyl)imidazoles as Potential Antipsychotic Agents. Synthesis and Dopamine D2 Receptor Binding

A series of 2-phenyl-4-(aminomethyl)imidazoles were designed as conformationally restricted analogs of the dopamine D2 selective benzamide antipsychotics.The title compounds were synthesized and tested for blockade of YM-09151 binding in cloned African green monkey dopamine D2 receptor preparations.The binding affinity data thus obtained were compared against that of the benzamides and a previously described series of 2-phenyl-5-(aminomethyl)pyrroles.

Certain aminomethyl phenylimidazole derivatives; a class of dopamine receptor subtype specific ligands

This invention encompasses compounds of the formula: STR1 where X, Y, Z, T, R1, R3, R4, and R5 are variables representing various organic and inorganic substituents; M is STR2 R2 and R6 rep