16867-35-9

Basic information

• Product Name: 2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE
• Synonyms: Albb-006642;2-(chloromethyl)-4H-pyrido[1,2-a]pyrimidin-4-one(SALTDATA: FREE);2-ChloroMethyl-pyrido[1,2-a]pyriMidin-4-one;4H-Pyrido[1,2-a]pyriMidin-4-one,2-(chloroMethyl)-;2-(chloromethyl)-4-pyrido[2,1-b]pyrimidinone;2-(chloromethyl)pyrido[2,1-b]pyrimidin-4-one
• CAS NO: 16867-35-9
• Molecular Formula: C₉H₇ClN₂O
• Molecular Weight: 194.62
• Mol File: 16867-35-9.mol

Chemical Properties

• Boiling Point: 319.2 °C at 760 mmHg
• Flash Point: 146.8 °C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 0.000344mmHg at 25°C
• Refractive Index: 1.64
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE(16867-35-9)
• EPA Substance Registry System: 2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE(16867-35-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 16867-35-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE is used as a reactant for the preparation of aminopiperidine quinolines and their azaisosteric analogs. These compounds exhibit significant antibacterial activity, making them valuable in the development of new antibiotics to combat bacterial infections.
Used in Chemical Synthesis:
In the chemical industry, 2-(CHLOROMETHYL)-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONE can be utilized as an intermediate in the synthesis of various complex organic molecules. Its unique structure and reactivity allow for the creation of a wide range of compounds with diverse applications, including pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C9H7ClN2O/c10-6-7-5-9(13)12-4-2-1-3-8(12)11-7/h1-5H,6H2

Upstream product

• 504-29-0 2-aminopyridine 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 32807-28-6 Methyl 4-chloroacetoacetate 

Downstream Products

• 951225-75-5 2-((4-(2-fluorophenyl)piperazin-1-yl)methyl)-4H-pyrido[1,2-a]pyrimidin-4-one 

Relevant articles and documents

Solvent-free synthesis of 4H-Pyrido[1,2-a]pyrimidin-4-ones catalyzed by BiCl3: A green route to a privileged backbone

An extensive array of 4H-pyrido[1,2-a]pyrimidin-4-ones have been synthesized from commercially available 2-aminopyridines and β-oxo esters with excellent yields under solvent-free conditions. The reaction, catalyzed by cheap and nontoxic BiCl3,

Synthesis and antiproliferative activitiy of novel diaryl ureas possessing a 4H-pyrido[1,2-a]pyrimidin-4-one group

We herein disclose a series of novel diaryl urea derivatives possessing a 4H-pyrido[1,2-a]pyrimidin-4-one group as novel potent anticancer compounds. The structures were confirmed by IR, 1H-NMR, and MS. All the compounds were screened for their antiprofilerative activity agaist the human breast cancer cell line (MDA-MB-231). The pharmacological results indicated that most of the compounds showed moderate activity. The best of this series is compound 4c (IC50 = 0.7 μmol/L), with a potency 3.6-fold higher than Sorafenib (IC50 = 2.5 μmol/L), which was approved in 2005.

HETEROCYCLIC COMPOUNDS AND THEIR USES

Substituted bicyclic heteroaryls and compositions containing them, for the treatment of general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, including but not restricted to autoimmune diseases such as systemic lupus erythematosis (SLE), myestenia gravis, rheumatoid arthritis, acute disseminated encephalomyelitis, idiopathic thrombocytopenic purpura, multiples sclerosis, Sjoegren's syndrome and autoimmune hemolytic anemia, allergic conditions including all forms of hypersensitivity, The present invention also enables methods for treating cancers that are mediated, dependent on or associated with p110 activity, including but not restricted to leukemias, such as Acute Myeloid leukaemia (AML) Myelo-dysplastic syndrome (MDS) myelo-proliferative diseases (MPD) Chronic Myeloid Leukemia (CML) T-cell Acute Lymphoblastic leukaemia ( T-ALL) B-cell Acute Lymphoblastic leukaemia (B-ALL) Non Hodgkins Lymphoma (NHL) B-cell lymphoma and solid tumors, such as breast cancer.

Mitotic kinesin inhibitors

The present invention relates to compounds that are useful for treating cellular proliferative diseases, for treating disorders mediated, at least in part, by KSP, and for inhibiting KSP. The invention also related to pharmaceutical compositions comprisin

PYRIDINO[1,2-A]PYRIMIDIN-4-ONE COMPOUNDS AS ANTICANCER AGENTS

Pyridino[1,2-a]pyrimidinyl compounds, pharmaceutically acceptable salts, and prodrugs thereof; compositions that include a pharmaceutically acceptable carrier and one or more of the pyridino[1,2-a]pyrimidinyl compounds, either alone or in combination with

NITROGEN-CONTAINING BICYCLIC HETEROCYCLES FOR USE AS ANTIBACTERIALS

Cyclohexane and cyclohexene derivatives and pharmaceutically acceptable derivatives hereof useful in methods of treatment of bacterial infections in mammals, particularly man.

Substituted pyrimidinyl organophosphorus insecticides

An organophosphorus compound having the structural formula STR1 where R is C1 -C4 alkyl; R1 is hydrogen or methyl; or R and R1 together are a diradical having the formula --SC(Y)=Z--, where Y is halogen, hydrogen or C1 -C2 alkyl; and Z is nitrogen, CH, C(CH3) or C(C2 H5) with the proviso that if Y is hydrogen, Z cannot be CH; R2 is hydrogen, chlorine or bromine; R3 is methyl or ethyl; R4 is methoxy, ethoxy, --SCH3 or --SC2 H5 ; and X is oxygen or sulfur and their hydrochlorides is disclosed. These compounds are useful as insecticides or nematocides. In another aspect of this invention a method of controlling rice planthoppers is provided. In this method an insecticidally effective amount of a compound having the formula given above where R is C1 -C4 alkyl or benzyl; R1 is hydrogen or C1 -C3 alkyl; or R and R1 together are a diradical selected from the group consisting of --CH=CH--CH=CH--, --CH=CCl--CH=CH--, --CH=C(CH3)--CH=CH-- and --SC(Y)=Z--, where Y is halogen, hydrogen or C1 -C2 alkyl; and Z is nitrogen, CH, C(CH3) or C(C2 H5); R2 is hydrogen or bromine; R3 is methyl or ethyl; R4 is methoxy, ethoxy or propylthio, with the proviso that if R2 is bromine, R4 is propylthio, and X is oxygen or sulfur is applied to the loci where rice planthoppers reside.

Pyridopyrimidinone compounds

A compound of the formula STR1 wherein R and R1 together form a 1,3-butadien-1,4-diyl group optionally substituted with a methyl or chloro group and R2 is halogen is disclosed. The compound is useful as an intermediate in the synthesis of insecticidal organophosphorus compounds.