6141-14-6

Basic information

• Product Name: 2-Chloro-4-methylquinazoline
• Synonyms: 2-Chloro-4-methylquinazoline
• CAS NO: 6141-14-6
• Molecular Formula: C₉H₇ClN₂
• Molecular Weight: 178.6183
• Product Categories: API intermediates
• Mol File: 6141-14-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 262.8 °C at 760 mmHg
• Flash Point: 138.2 °C
• Appearance: /
• Density: 1.292g/cm³
• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.94±0.30(Predicted)
• CAS DataBase Reference: 2-Chloro-4-methylquinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-methylquinazoline(6141-14-6)
• EPA Substance Registry System: 2-Chloro-4-methylquinazoline(6141-14-6)

Safety Data

• Hazardous Substances Data: 6141-14-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2-Chloro-4-methylquinazoline is used as a key intermediate in the synthesis of various pharmacologically active molecules. Its unique structure allows for the creation of a wide range of compounds with potential therapeutic applications.
Used in Drug Synthesis:
In the pharmaceutical industry, 2-Chloro-4-methylquinazoline is employed as a building block for the development of new drugs. Its chemical properties enable the formation of diverse molecular structures, which can be further modified to enhance their pharmacological properties and improve their efficacy in treating various diseases.
Used in Medicinal Chemistry:
2-Chloro-4-methylquinazoline serves as a valuable starting material in medicinal chemistry, where it is used to design and synthesize novel compounds with potential therapeutic benefits. Its presence in the molecular structure can influence the biological activity, selectivity, and pharmacokinetic properties of the resulting compounds, making it an important tool in drug discovery and development.

InChI:InChI=1/C9H7ClN2/c1-6-7-4-2-3-5-8(7)12-9(10)11-6/h2-5H,1H3

Upstream product

• 69559-56-4 N-(2-acetylphenyl)-2,2,2-trichloroacetamide 
• 631-61-8 ammonium acetate 
• 551-93-9 2-aminoacetophenone 
• 607-68-1 2,4-dichloroquinazoline 
• 676-58-4 methylmagnesium chloride 
• 34790-24-4 4-methyl-1,2-dihydro-2-oxoquinazoline 
• 75-24-1 trimethylaluminum 

Downstream Products

• 241819-93-2 1-Methyl-1-(4-methylquinazilin-2-yl)-4-(phenyl)thiosemicarbazide 
• 241819-99-8 1-Methyl-1-(4-methyiquinazolin-2-yl)-4-(ethoxycarbonyl)thiosemicarbazide 
• 241819-95-4 1-Methyl-1-(4-methylquinazolin-2-yl)-4-(p-methoxyphenyl)thiosemicarbazide 
• 241819-96-5 1-Methyl-1-(4-methylquinazolin-2-yl)-4(m-methoxyphenyl)thiosemicarbazide 
• 241819-97-6 1-Methyl-1-(4-methylquinazolin-2-yl)-4-(p-ethoxyphenyl)thiosemicarbazide 
• 241819-98-7 1-Methyl-1-(4-methylquinazolin-2-yl)-4-(p-nitrophenyl)thiosemicarbazide 
• 1591672-19-3 3-phenyl-5-(piperidin-1-yl)imidazo[1,5-c]quinazoline 
• 1591672-21-7 4-(3-phenylimidazo[1,5-c]quinazolin-5-yl)morpholine 

Relevant articles and documents

2-Guanidinoquinazolines as new inhibitors of the STAT3 pathway

Synthesis and SAR investigation of 2-guanidinoquinazolines, initially identified in a high content screen for selective STAT3 pathway inhibitors, led to a more potent analog (11c) that demonstrated improved anti-proliferative activity against a panel of HNSCC cell lines.

N-Bu4NI-catalyzed selective dual amination of sp3 C-H bonds: Oxidative domino synthesis of imidazo[1,5-c]quinazolines on a gram-scale

An n-Bu4NI catalyzed domino reaction that involves selective dual amination of sp3 C-H bonds has been developed. The protocol affords a facile and efficient approach to the synthesis of imidazo[1,5-c] quinazolines under mild conditions.

A novel series of IKKβ inhibitors part I: Initial SAR studies of a HTS hit

A novel series of (E)-1-((2-(1-methyl-1H-imidazol-5-yl) quinolin-4-yl) methylene) thiosemicarbazides was discovered as potent inhibitors of IKKβ. In this Letter we document our early efforts at optimization of the quinoline core, the imidazole and the semithiocarbazone moiety. Most potency gains came from substitution around the 6- and 7-positions of the quinoline ring. Replacement of the semithiocarbazone with a semicarbazone decreased potency but led to some measurable exposure.

QUINAZOLINE COMPOUNDS AND THEIR USE IN MCH-RELATED DISEASE

Compounds of formula (I), are Melanin Concentrating Hormone (MCH) ligands, useful in the treatment of obesity and other MCH-related conditions (I) wherein R1 is: (I) and R2 is CI-, CH3 CF3, or F3C-O-.

Antithrombotic quinoxazolines

Quinoxazolines having antithrombotic activity. Exemplary of those disclosed are: 4-{[6-(N-carboxymethyl-quinolin-8-yl-sulphonylamino)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, 4-{[6-(1-(N-cyclopentyl-carboxymethylcarbonylamino)-cyclo-propyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, and 4-{[7-(N-carboxymethylaminocarbonyl-ethylamino)-4-methyl-quinolin-2-yl]-oxo}-benzamidine.

Trialkylalanes in palladium-catalyzed C-alkylations of azines

Carbo-substitution with alkyl groups in halogenoazines is readily effected under the influence of Pd-catalysis with alanes as the donor of the alkyl group. Acta Chemica Scandinavica 1997.

Trialkylalanes in palladium-catalyzed chemo- and regioselective alkylations

Carbosubstitution in halogenoazines with alkyl groups is readily effected under the influence of Pd-catalysis with alanes as the donor of the alkyl group.

Pyri(mi)dyl-oxy-and -thio-benzoic acid derivatives useful as herbicides and plant growth regulants

New pyri(mi)dyl-oxy- or -thio-benzoic acid derivatives of the formula STR1 are taught which have herbicidal and plant growth regulating activity. In the formula Z can be Ch or N, X is oxygen or sulphur, A is oxygen, sulphur, a radical R5 --N=or a radical R6 O--N=and B is oxygen, sulphur, a radical STR2 with the proviso that at least one of the radicals R1, R2 or R3 represents alkyl or a part of a 3- to 6-membered fused carbocyclic ring.