133902-66-6

Basic information

• Product Name: [1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol
• Synonyms: [1-(4-CHLOROPHENYL)-1H-1,2,3-TRIAZOL-4-YL]METHANOL;[1-(4-chlorophenyl)-1H-1,2,3-t;1-(4-Chlorophenyl)-1H-1,2,3-Tr;1-(4-CHLOROPHENYL)-1H-1,2,3-TRIAZOL-4-YL]METHANO;1-(4-Chlorophenyl)-1H-1,2,3-triazole-4-methanol
• CAS NO: 133902-66-6
• Molecular Formula: C₉H₈ClN₃O
• Molecular Weight: 209.63
• Product Categories: API intermediates;Pyrrodiazole
• Mol File: 133902-66-6.mol

Chemical Properties

• Melting Point: 147-149°C
• Boiling Point: 402.933 °C at 760 mmHg
• Flash Point: 197.487 °C
• Appearance: /Solid
• Density: 1.424 g/cm³
• Vapor Pressure: 3.24E-07mmHg at 25°C
• Refractive Index: 1.661
• PKA: 12.89±0.10(Predicted)
• CAS DataBase Reference: [1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol(133902-66-6)
• EPA Substance Registry System: [1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol(133902-66-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 133902-66-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
[1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol is used as a pharmaceutical compound for its versatile biological activities. The presence of the chlorophenyl group and the methanol group in its structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Chemical Research:
[1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol is used as a research chemical for studying the reactivity and properties of 1,2,3-triazoles. Its unique structure provides insights into the chemical behavior of this class of compounds, which can be valuable for the synthesis of new molecules and materials.
Used in Material Science:
[1-(4-Chlorophenyl)-1H-1,2,3-triazol-4-yl]methanol is used as a building block in the synthesis of new materials. Its chemical structure can be incorporated into various molecular frameworks, potentially leading to the development of novel materials with unique properties and applications.

InChI:InChI=1/C9H8ClN3O/c10-7-1-3-9(4-2-7)13-5-8(6-14)11-12-13/h1-5,14H,6H2

Upstream product

• 106-47-8 4-chloro-aniline 
• 107-19-7 propargyl alcohol 
• 3296-05-7 1-azido-4-chlorobenzene 
• 133902-65-5 ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate 

Downstream Products

• 1325725-11-8 1-(4-chlorophenyl)-4-(fluoromethyl)-1H-1,2,3-triazole 
• 1325725-19-6 1-(4-chlorophenyl)-4-vinyl-1H-1,2,3-triazole 
• 113934-27-3 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carbaldehyde 
• 113934-32-0 1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl carboxylic acid 

Relevant articles and documents

Anti-Lung Cancer Activities of 1,2,3-Triazole Curcumin Derivatives via Regulation of the MAPK/NF-κB/STAT3 Signaling Pathways

In this study, a series of curcumin derivatives containing 1,2,3-triazole were designed and synthesized, and their inhibitory activities against the proliferation of lung cancer cells were studied. Compound 5 k (3,4-dichlorobenzyltriazole methyl curcumin)

[HDBU][HSO4]-catalyzed facile synthesis of new 1,2,3-triazole-tethered 2,3-dihydroquinazolin-4[1H]-one derivatives and their DPPH radical scavenging activity

A simple and efficient protocol has been developed for the synthesis of new1,2,3-triazole-2,3-dihydroquinazolin-4[1H]-one (DHQ) conjugates(6a?j) via ultrasound-assisted, solvent-free ionic liquid [HDBU][HSO4]-catalyzed reaction in good to excellent yields. This non-conventional, ultrasound-assisted route has taken the reactions over the conventional reflux method to provide good to excellent yields of the corresponding products (6a?j) in a very short time. In addition, mild reaction conditions, tolerance to functionalized substrates, ease of product isolation, prevention of its over oxidation and reusability of catalyst [HDBU][HSO4] are some key striking features of the methodology. The newly synthesized derivatives (6a?j) were screened for antioxidant activity using 1,1-diphenyl-2-picryl hydrazyl (DPPH) assay and are found to be a potent scavenger. The compounds 6b, 6c, 6d, 6e and 6i showed significant antioxidant activity. Molecular docking studies showed significant binding affinity in the active site of myeloperoxidase (MPO) enzyme and hence scavenged by inhibition of MPO. In silico ADMET and pharmacokinetic studies of the conjugates are very promising; a cumulative body of evidence suggests their medicinal value as a potential orally active drug candidate. Graphical abstract: [Figure not available: see fulltext.]

Design, synthesis and effect of triazole derivatives against some toxic activities of Bothrops jararaca venom

According to the World Health Organization, snakebite envenoming is a neglected disease that affects around 5.4 million people worldwide each year. In Brazil, in 2019 there were 29,000 cases of accidents, with 104 deaths. The genus Bothrops was responsibl

Selective CDK4/6 inhibition of novel 1,2,3-triazole tethered acridinedione derivatives induces G1/S cell cycle transition arrest via Rb phosphorylation blockade in breast cancer models

CDK4 & CDK6 are essential regulators of initial cell cycle phases and are always considered an exciting choice for anti-cancer therapy. In the present study, we presented the structure-based rational design & synthesis of a new class of 1,2,3-triazole tet

[Et3NH][HSO4] catalyzed solvent-free synthesis of new 1,2,3-triazolidene-indolinone derivatives

A series of new 1,2,3-triazolidene-indolinone derivatives (17a-j) were designed and synthesized via [Et3NH] [HSO4] catalyzed solvent-free approach. The synthesis strongly relied on Knoevenagel condensation of 1,4-disubstituted 1,2,3-

Synthesis, antiproliferative and antitrypanosomal activities, and DNA binding of novel 6-amidino-2-arylbenzothiazoles

A series of 6-amidinobenzothiazoles, linked via phenoxymethylene or directly to the 1,2,3-triazole ring with a p-substituted phenyl or benzyl moiety, were synthesised and evaluated in?vitro against four human tumour cell lines and the protozoan parasite T

Synthesis and bioevaluation of α,α’-bis(1H-1,2,3-triazol-5-ylmethylene) ketones

Abstract: Curcumin is an active component of turmeric that has poor solubility, stability and bioavailability. The monocarbonyl curcumin analogues were modified from curcumin to achieve more stable and active compounds as compared to curcumin. Therefore,

Synthesis, characterization and photodynamic activity against bladder cancer cells of novel triazole-porphyrin derivatives

Novel triazole-porphyrin derivatives (TZ-PORs) were synthesized through the Heck reaction and then incorporated into polyvinylpyrrolidone (PVP) micelles. After verifying that this incorporation did not compromise the photophysical and chemical features of

Synthesis and Anticancer Activity of (E)-5-[(1-Aryl-1H-1,2,3-triazol-4-yl)methylene]thiazolidine-2,4-diones

Abstract: A novel series of 1,2,3-triazolylthiazolidinedione analogs have been synthesized by the condensation of the corresponding 1-aryl-1H-1,2,3-triazole-4-carbaldehydes with thiazolidine-2,4-dione in the presence of KOH. The title compounds were evaluated for their in vitro anticancer activity using MTT assay against four cancer cell lines: A549 (lung), HT-29 (colon), MCF-7 (breast), and A375 (melanoma). Most compounds displayed good anticancer activity, but hydroxy- and nitro-substituted derivatives showed higher activity than the others.

Alternative Route Triggering Multistep Spin Crossover with Hysteresis in an Iron(II) Family Mediated by Flexible Anion Ordering

Multistep spin crossover (SCO) compounds have attracted much attention, since they can be great candidates for high-density multinary memory devices. The introduction of substituents, such as methyl (Me), chloro (Cl), bromo (Br), and methoxy (MeO) groups,