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1-(Triphenylmethyl)imidazole, also known as 1-Tritylimidazole, is an imidazole derivative characterized by the presence of a triphenylmethyl group attached to the imidazole ring. 1-(Triphenylmethyl)imidazole exhibits unique chemical properties and structural features that make it a versatile molecule for various applications in different industries.

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  • 15469-97-3 Structure
  • Basic information

    1. Product Name: 1-(Triphenylmethyl)imidazole
    2. Synonyms: N-TRITYLIMIDAZOLE;(TRIPHENYLMETHYL)IMIDAZOLE;1-(TRIPHENYLMETHYL)IMIDAZOLE;1-TRITYL-1H-IMIDAZOLE;1-TRITYLIMIDAZOLE;N-(Triphenylmethyl)imidazole;CDD 3501;ClotriMazole IMpurity F
    3. CAS NO:15469-97-3
    4. Molecular Formula: C22H18N2
    5. Molecular Weight: 310.39
    6. EINECS: -0
    7. Product Categories: blocks;Imidazoles;Building Blocks;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
    8. Mol File: 15469-97-3.mol
  • Chemical Properties

    1. Melting Point: 220-224 °C(lit.)
    2. Boiling Point: 451.294 °C at 760 mmHg
    3. Flash Point: 226.734 °C
    4. Appearance: /
    5. Density: 1.058 g/cm3
    6. Vapor Pressure: 6.57E-08mmHg at 25°C
    7. Refractive Index: 1.606
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
    10. PKA: 6.34±0.30(Predicted)
    11. Water Solubility: Insoluble in water.
    12. BRN: 238171
    13. CAS DataBase Reference: 1-(Triphenylmethyl)imidazole(CAS DataBase Reference)
    14. NIST Chemistry Reference: 1-(Triphenylmethyl)imidazole(15469-97-3)
    15. EPA Substance Registry System: 1-(Triphenylmethyl)imidazole(15469-97-3)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 15469-97-3(Hazardous Substances Data)

15469-97-3 Usage

Uses

Used in Pharmaceutical Industry:
1-(Triphenylmethyl)imidazole is used as an antifungal agent for its Clotrimazole (C587400) analog properties. It demonstrates potent antifungal activity against a range of fungal pathogens, making it a valuable compound in the development of new antifungal drugs and treatments.
Used in Chemical Synthesis:
1-(Triphenylmethyl)imidazole is used as a key intermediate in the synthesis of 1,2,5-trisubstituted imidazole derivatives. These derivatives have a wide range of applications, including pharmaceuticals, agrochemicals, and materials science. The unique structural features of 1-(Triphenylmethyl)imidazole enable the efficient synthesis of these valuable compounds, contributing to the advancement of various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 15469-97-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,4,6 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 15469-97:
(7*1)+(6*5)+(5*4)+(4*6)+(3*9)+(2*9)+(1*7)=133
133 % 10 = 3
So 15469-97-3 is a valid CAS Registry Number.
InChI:InChI=1/C22H18N2/c1-4-10-19(11-5-1)22(24-17-16-23-18-24,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-18H

15469-97-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L17694)  1-Tritylimidazole, 98%   

  • 15469-97-3

  • 1g

  • 230.0CNY

  • Detail
  • Alfa Aesar

  • (L17694)  1-Tritylimidazole, 98%   

  • 15469-97-3

  • 5g

  • 769.0CNY

  • Detail
  • Aldrich

  • (524891)  1-(Triphenylmethyl)imidazole  97%

  • 15469-97-3

  • 524891-25G

  • 2,628.99CNY

  • Detail

15469-97-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Tritylimidazole

1.2 Other means of identification

Product number -
Other names 1-(Triphenylmethyl)imidazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15469-97-3 SDS

15469-97-3Relevant articles and documents

HETEROCYCLIC COMPOUND

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Paragraph 0480-0481, (2021/10/30)

Provided is a compound that can have an effect of inhibiting MALT1 and is expected as useful as a prophylactic or therapeutic drug for cancer, etc. A compound represented by formula (I) [wherein each symbol is as defined in the description], a salt thereo

Molecular tunability of surface-functionalized metal nanocrystals for selective electrochemical CO2 reduction

Pankhurst, James R.,Guntern, Yannick T.,Mensi, Mounir,Buonsanti, Raffaella

, p. 10356 - 10365 (2019/11/20)

Organic ligands are used in homogeneous catalysis to tune the metal center reactivity; in contrast, clean surfaces are usually preferred in heterogeneous catalysis. Herein, we demonstrate the potential of a molecular chemistry approach to develop efficient and selective heterogeneous catalysts in the electrochemical CO2 reduction reaction (CO2RR). We have tailor-made imidazolium ligands to promote the CO2RR at the surface of hybrid organic/inorganic electrode materials. We used silver nanocrystals for the inorganic component to obtain fundamental insights into the delicate tuning of the surface chemistry offered by these ligands. We reveal that modifying the electronic properties of the metal surface with anchor groups along with the solid/liquid interface with tail groups is crucial in obtaining selectivities (above 90% FE for CO), which are higher than the non-functionalized Ag nanocrystals. We also show that there is a unique dependency of the CO2RR selectivity on the length of the hydrocarbon tail of these ligands, offering a new way to tune the interactions between the metal surface with the electrolyte and reactants.

A process for preparing 7-bromo imidazo [2,1-f] [1, 2, 4] triazin-4-amine method

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Paragraph 0065-0068, (2016/11/24)

The invention discloses a method for preparing 7-bromoimidazo[2,1-f][1,2,4]triazin-4-amine. According to the invention, a compound IX is adopted as a a raw material, and is subjected to a reaction with a compound X under the effect of alkali, such that a

First selective CYP11B1 inhibitors for the treatment of cortisol-dependent diseases

Hille, Ulrike E.,Zimmer, Christina,Vock, Carsten A.,Hartmann, Rolf W.

supporting information; experimental part, p. 2 - 6 (2011/04/17)

Outgoing from an etomidate-based design concept, we succeeded in the development of a series of highly active and selective inhibitors of CYP11B1, the key enzyme of cortisol biosynthesis, as potential drugs for the treatment of Cushing's syndrome and rela

Asymmetric Copper(II)-catalysed nitroaldol (Henry) reactions utilizing a chiral C1-symmetric dinitrogen ligand

Zhou, Yirong,Gong, Yuefa

experimental part, p. 6092 - 6099 (2011/11/29)

A series of stable chiral C1-symmetric dinitrogen ligands were conveniently synthesized in high yields by condensation of chiral amines [(-)-exo-bornylamine or (+)-(1S,2S,5R)-menthylamine] with various substituted imidazolecarbaldehydes. With the assistance of base, the ligand L1 in combination with CuCl2·2H2O (2.5 mol-% or 5.0 mol-%) can efficiently promote nitroaldol (Henry) reactions between a variety of aldehydes and nitromethane. Both aromatic and aliphatic aldehydes were tolerated in our catalytic system, affording the expected nitroalcohol products in high yields (up to 97%) and with good enantioselectivities (up to 96%) under mild reaction conditions. A series of chiral C1-symmetric dinitrogen ligands were conveniently synthesized in high yields by condensations of chiralamines with various substituted imidazolecarbaldehydes. The ligand L1 in conjunction with CuCl2·2H2O can efficiently promote nitroaldol (Henry) reactions between various aldehydes and nitromethane in high yields (up to 97%) and with good enantioselectivities (up to 96%).

Synthesis and significant cytostatic activity of 7-hetaryl-7- deazaadenosines

Bourderioux, Aurelie,Nau?, Petr,Perlíková, Pavla,Pohl, Radek,Pichová, Iva,Votruba, Ivan,D?ubák, Petr,Kone?ny, Petr,Hajdúch, Marián,Stray, Kirsten M.,Wang, Ting,Ray, Adrian S.,Feng, Joy Y.,Birkus, Gabriel,Cihlar, Tomas,Hocek, Michal

supporting information; experimental part, p. 5498 - 5507 (2011/10/08)

A series of 7-aryl- and 7-hetaryl-7-deazaadenosines were prepared by the cross-coupling reactions of unprotected or protected 7-iodo-7-deazaadenosines with (het)arylboronic acids, stannanes, or zinc halides. Nucleosides bearing 5-membered heterocycles at

FRICTIONLESS MOLECULAR ROTARY MOTORS

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Page/Page column 28, (2010/02/17)

A rotaxane consisting of a cucurbituril and an uncharged guest molecule, having low or null affinity therebetween is provided as well as processes for providing the same. Various uses as energy converters (“frictionless” molecular motors), biochips and biosensors using the same are also provided.

The role of fluorine substitution in biphenyl methylene imidazole-type CYP17 inhibitors for the treatment of prostate carcinoma

Hu, Qingzhong,Negri, Matthias,Olgen, Sureyya,Hartmann, Rolf W.

scheme or table, p. 899 - 910 (2011/02/23)

It has been established that the growth of most prostate carcinomas depends on androgen stimulation. The inhibition of cytochrome P450-17 (CYP17) to block androgen biosynthesis is therefore regarded as a promising approach to therapy. Based on our previou

Preparation of phosphorothioate oligomers

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, (2008/06/13)

The present invention is directed to methods for solid phase nucleotide synthesis utilizing substituted imidazole catalysts.

Tetrazoles: XLIV. Synthesis and chemical properties of 5-substituted 2-triphenylmethyltetrazoles

Myznikov,Artamonova,Bel'skii,Stash,Skvortsov,Koldobskii

, p. 1360 - 1369 (2007/10/03)

Tritylation of tetrazole and its 5-substituted derivatives with triphenylmethyl chloride under conditions of phase-transfer catalysis regioselectively yields the corresponding 5-substituted 2-trityltetrazoles which can be used to protect N-H bonds in nitrogen-containing heterocycles and O-H bonds in primary alcohols. Thermolysis of 2-trityltetrazoles in benzonitrile leads to 3,6-disubstituted 1,2,4,5-tetrazines. Thermal transformation of the same compounds in dodecane follows a radically different mechanism, resulting in formation of difficultly accessible 8,8-diphenylheptafulvenes. The structure of the latter was proved by X-ray analysis.

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