22536-63-6

Basic information

• Product Name: 2-CHLORO-4-METHOXYPYRIMIDINE
• Synonyms: 2-CHLORO-4-METHOXYPYRIMIDINE;Pyrimidine, 2-chloro-4-methoxy- (6CI,8CI,9CI);2-Chloro-6-methoxypyrimidine;2-Chloro-4-methoxy-1,2-diazine;2-Chloro-4-methoxypyrimidine 98%
• CAS NO: 22536-63-6
• Molecular Formula: C₅H₅ClN₂O
• Molecular Weight: 144.56
• Product Categories: PYRIMIDINE;pharmacetical;Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrimidines;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks;Heterocycle-Pyrimidine series
• Mol File: 22536-63-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 54-57 °C(lit.)
• Boiling Point: 268.752 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: White to yellow/Crystalline Powder
• Density: 1.293 g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 0.07±0.20(Predicted)
• CAS DataBase Reference: 2-CHLORO-4-METHOXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-METHOXYPYRIMIDINE(22536-63-6)
• EPA Substance Registry System: 2-CHLORO-4-METHOXYPYRIMIDINE(22536-63-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 22536-63-6(Hazardous Substances Data)

Usage

General Description

2-Chloro-4-methoxypyrimidine is a chemical compound with the molecular formula C5H5ClN2O. It is a heterocyclic organic compound that belongs to the class of pyrimidines. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in the production of herbicides and fungicides. 2-Chloro-4-methoxypyrimidine is a white to off-white crystalline solid, and it is slightly soluble in water but soluble in organic solvents. This chemical has potential applications in the fields of medicine and agriculture due to its reactivity and versatility.

InChI:InChI=1/C5H5ClN2O/c1-9-4-2-3-7-5(6)8-4/h2-3H,1H3

Upstream product

• 3934-20-1 2,6-Dichloropyrimidine 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 865-33-8 potassium methanolate 

Downstream Products

• 6104-41-2 4-methoxypyrimidine 
• 89181-80-6 (4-methoxy-pyrimidin-2-yl)-hydrazine 
• 132331-26-1 5-(2-chloro-4-methoxypyrimidinyl)-1-phenylmethanol 
• 152696-75-8 2-((2R,3S)-3-Benzyloxy-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-4-methoxy-pyrimidine 
• 2001-93-6 2,4-dithiouracil 
• 39030-96-1 2-fluoro-4-methoxy-pyrimidine 
• 204990-39-6 2-((2R,3S)-3-Benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4-methoxy-pyrimidine 
• 204990-47-6 4-Methoxy-2-[(2R,3S)-3-(4-methoxy-benzyloxy)-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy]-pyrimidine 
• 220222-91-3 [(2S,3S)-2-(4-Methoxy-pyrimidin-2-yloxymethyl)-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl]-phosphonic acid diethyl ester 
• 915774-30-0 2-chloro-5-((4-methoxypyrimidin-2-yl)amino)phenol 
• 33630-20-5 2-phenyl-4-methoxypyrimidine 
• 55745-88-5 4-methoxy-2-(1-piperazinyl)-pyrimidine 
• 161489-04-9 2-Ethynyl-4-methoxypyrimidine 
• 894400-12-5 2-(4-iodophenoxy)-5-methoxypyrimidine 

Relevant articles and documents

Design, synthesis and biological evaluation of 3-benzyloxy-linked pyrimidinylphenylamine derivatives as potent HIV-1 NNRTIs

A novel series of 3-benzyloxy-linked pyrimidinylphenylamine derivatives (8a-8s) was designed, synthesized and evaluated for their in vitro anti-HIV activity in MT-4 cell cultures. Most of the compounds inhibited wild-type (wt) HIV-1 replication in the lower micromolar concentration range (EC50 = 0.05-35 μM) with high selectivity index (SI) values (ranged from 10 to >4870). In particular, 8h and 8g displayed excellent antiretroviral activity against wt HIV-1 with low cytotoxicity (EC50 = 0.07 μM, CC 50 >347 μM, SI >4870; EC50 = 0.05 μM, CC 50 = 42 μM, SI = 777, respectively), comparable to that of the marked drug nevirapine (EC50 = 0.113 μM, CC50 >15 μM, SI >133). In order to confirm the binding target, 8h was selected to perform the anti-HIV-1 RT assay. Additionally, preliminary structure activity relationship (SAR) analysis and molecular docking studies of newly synthesized compounds were also discussed, as well as the predicted physicochemical properties.

Pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and preparation method and application thereof

The invention provides pyrimidine heterocyclic compounds, pyrimidine heterocyclic compound salts, and a preparation method and application thereof. According to the pyrimidine heterocyclic compounds provided by the invention, specific Rq is selected, so that the obtained compounds have favorable drug resistance and long half life when being used as the medicine for treating or preventing HIV. The compounds have the advantages of high activity, low toxicity and high stability.

Structural tuning of ancillary chelate in tri-carboxyterpyridine Ru(ii) sensitizers for dye sensitized solar cells

Three distinct classes of ancillary chelates, namely: 2-(3- trifluoromethylpyrazol-5-yl)-6-(3-trifluoromethylphenyl)pyridine (L3, H 2pzppy), 4-(3-trifluoromethylpyrazol-5-yl)-2-(3-trifluoromethyl) phenylpyrimidine (L5, H2pzppm) and 4-(6-(3-trifluoromethylpyrazol-5- yl)pyridin-2-yl)-2-trifluoromethylpyrimidine (L6, H2pzpypm), which showed an identical skeletal topology, but with the more electronegative nitrogen atom replacing the isoelectronic methine group at the selected skeletal position, were obtained to investigate the photophysical and electrochemical properties and hence the associated Ru(ii) sensitizers based DSCs. To increase the optical absorptivity we also strategically added thiophene (thienyl) or 3,4-ethylenedioxythiophene (EDOT) appendages to L6, for boosting the short-circuit photocurrent (JSC) and the overall efficiency (η) of the fabricated DSC devices. Under AM 1.5G illumination, the best sensitizer showed performance data of JSC = 18.11 mA cm-2, V OC = 0.66 V, FF = 0.729 and η = 8.72%, and a good cell stability at 60 °C for 1000 hours, being only decreased by ～5% in the η value.