143-37-3

Basic information

• Product Name: Acetamidine Base
• Synonyms: 1-Iminoethanamine;Acediamine;Ethanimidamide;Ethenylamidine;acetiMidaMide
• CAS NO: 143-37-3
• Molecular Formula: C₂H₆N₂
• Molecular Weight: 94.5434
• Product Categories: Pharmaceutical Intermediates
• Mol File: 143-37-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 62.8°Cat760mmHg
• Flash Point: 26.1°C
• Appearance: /
• Density: g/cm³
• PKA: 12.1(at 25℃)
• CAS DataBase Reference: Acetamidine Base(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamidine Base(143-37-3)
• EPA Substance Registry System: Acetamidine Base(143-37-3)

Safety Data

• Hazardous Substances Data: 143-37-3(Hazardous Substances Data)

Usage

General Description

Acetamidine base is a chemical compound with the molecular formula CH3C(NH2)2. It is a solid white powder with a melting point of around 80-82 degrees Celsius. Acetamidine base is commonly used in organic synthesis as a reagent in the production of pharmaceuticals, dyes, and other organic compounds. It is a strong base and can react with various acids to form salts. Acetamidine base can also be used as a catalyst in certain chemical reactions and as an intermediate in the synthesis of other organic compounds. It is important to handle acetamidine base with care, as it can be harmful if ingested, inhaled, or in contact with skin or eyes.

InChI:InChI=1S/C2H6N2/c1-2(3)4/h1H3,(H3,3,4)

Upstream product

• 60-35-5 acetamide 
• 58052-80-5 2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate 
• 17338-96-4 8-methylxanthine 
• 7647-01-0 hydrogenchloride 
• 696-23-1 2-methyl-5-nitro-1H-imidazole 
• 3599-62-0 2-methyl-4,6-diphenyl-1,3,5-triazine 
• 64-19-7 acetic acid 
• 7664-41-7 ammonia 
• 2678-54-8 ketene diethyl acetal 
• 88497-04-5 acetamidine formic acid salt 
• 103-84-4 Acetanilid 
• 75-05-8 acetonitrile 
• 98-10-2 benzenesulfonamide 
• 124-42-5 acetamidine hydrochloride 

Downstream Products

• 6622-92-0 2,6-dimethyl-1H-pyrimidin-4-one 
• 14278-61-6 6-amino-2,5-dimethyl-3H-pyrimidin-4-one 
• 65818-01-1 2-methyl-6,7-dihydro-3H-cyclopenta[d]pyrimidin-4(5H)-one 
• 21734-85-0 5-chloro-3-methyl-1,2,4-thiazole 
• 1886-29-9 N-(2-methyl-4-amino-5-pyrimidinyl)methylaniline 
• 874495-72-4 N-(2-methyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-benzamide 
• 461-98-3 4-amino-2,6-dimethylpyrimidine 
• 33721-00-5 N-(2,6-dimethylpyrimidin-4-yl)acetamide 
• 17467-35-5 3-methyl-1,2,4-thiadiazol-5-amine 
• 542-02-9 2-methyl-4,6-diamino-1,3,5-triazine 
• 14080-34-3 2-methyl-5-nitropyrimidine 
• 23676-63-3 N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-acetamide 
• 36755-43-8 2,7-dimethyl-3,4-dihydro-pyrimido[4,5-d]pyrimidine 
• 75-07-0 acetaldehyde 

Relevant articles and documents

Development of two scalable syntheses of 4-amino-5-aminomethyl-2- methylpyrimidine: Key intermediate for vitamin b1

Two scalable processes for the synthesis of 4-amino-5-aminomethyl-2- methylpyrimidine (2) are described. In the first approach, the less expensive 2-cyanoacetamide was reacted with Vilsmeier reagent to afford enamine 18, followed by the condensation with acetamidine to produce the 4-amino-2-methylpyrimidine-5-carbonitrile (6); subsequent hydrogenation gave 2 in 65% overall yield. In the second approach, malononitrile was treated with the ionic salt 21, prepared in situ from DMF and dimethyl sulfate, to give 18, which, without isolation was reacted with acetamidine hydrochloride to afford the common intermediate 6. Overall yield of this approach was 70%. Both methods are performed in a convenient manner suitable for industrial use.

GABAERGIC RECEPTOR SUBTYPE SELECTIVE LIGANDS AND THEIR USES

Described herein are α3 or α2 or α2/α3 GABAergic receptor subtype selective ligands, pharmaceutical compositions, and methods of use of such ligands and compositions in treatment of anxiety disorders, epilepsy and schizophrenia with reduced sedative and ataxic side effects. In embodiments, such as α3 or α2 or α2/α3 GABAergic receptor subtype selective ligands lack ester linkages and may be thus relatively insensitive to hydrolysis by esterases.

2-HYDROXY-1-OXO 1,2 DIHYDRO ISOQUINOLINE CHELATING AGENTS

The invention provides a new class of strongly chelating multidentate ligands based on a 2-hydroxy-1-oxo-1,2-dihydro-isoquinoline-3-carboxylic acid scaffold (hereafter 1,2-HOIQO) in combination with polyamine backbones. The extremely stable bidentate 1,2- HOIQO moiety can be synthesized by standard synthetic methodology on a large scale. An advantageous feature is the possibility to introduce a wide range of substituents on the benzene ring by standard transformations (like electrophilic aromatic substitutions). This allows, for example, for the tuning of chemical, photophysical, and solubility properties, as well as the attachment of functional moieties, relevant for sensing and imaging applications (e.g. DNA, proteins, antibodies, fluorophores, etc.). The combination of the 1,2-HOIQO chelators with polyamine backbones provides very strongly binding ligands for a variety of metals including first-row transition metals, lanthanides, actinides, etc. Metal complexes of this kind are expected to be useful in a number of applications (e.g. luminescence, MRI, actinide sequestering, metal chelation therapy, metal radioisotope labeling, etc.).