1-Phenylimidazole - >97.0%(GC), high purity , CAS No.7164-98-9

  • ≥97%(GC)
Item Number
P160275
Grouped product items
SKUSizeAvailabilityPrice Qty
P160275-1g
1g
In stock
$54.90
P160275-5g
5g
In stock
$209.90
P160275-10g
10g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$376.90
P160275-25g
25g
In stock
$846.90
P160275-100g
100g
In stock
$3,047.90

Basic Description

Synonyms12N-710 | 1-Phenyl-1H-imidazole | CS-W004969 | 1-Phenylimidazole | N-Phenylimidazole | AKOS006223210 | P2030 | (Trimethylsilyl)phenylacetylene | AMY11870 | Z440825046 | Maybridge1_002053 | J-505057 | MFCD01529867 | EN300-67324 | Phenylimidazole | FT-06082
Specifications & Purity≥97%(GC)
Storage TempArgon charged
Shipped InNormal
Product Description

1-Phenylimidazole is an imidazole derivative. It induces 7-ethoxyresorufin-O-deethylase (EROD) activity in rainbow trout (Oncorhynchus mykiss) hepatocytes.The S(1)→S(0) transition of 1-phenylimidazole has been investigated in a supersonic jet expansion by resonant two-photon ionization.1-Phenylimidazole is reported to be inhibitor of calmodulin-dependent nitric-oxide synthase from bovine brain and GHs pituitary cells


application:

1-Phenylimidazole is a suitable reagent used to investigate its effect on the citrulline formation by bovine brain nitric-oxide synthase.

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4 (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EPHX1 Tchem Epoxide hydrolase 1 (644 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MTOR Tclin Serine/threonine-protein kinase mTOR (13850 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
QPCT Tchem Glutaminyl-peptide cyclotransferase (1121 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
QPCTL Tchem Glutaminyl-peptide cyclotransferase-like protein (114 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nos2 Nitric oxide synthase, inducible (3573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488185984
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488185984
IUPAC Name 1-phenylimidazole
INCHI InChI=1S/C9H8N2/c1-2-4-9(5-3-1)11-7-6-10-8-11/h1-8H
InChi Key SEULWJSKCVACTH-UHFFFAOYSA-N
Canonical SMILES C1=CC=C(C=C1)N2C=CN=C2
Isomeric SMILES C1=CC=C(C=C1)N2C=CN=C2
WGK Germany 3
PubChem CID 81595
Molecular Weight 144.18

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot NumberCertificate TypeDateItem
H2215224Certificate of AnalysisJun 14, 2022 P160275
H2215225Certificate of AnalysisJun 14, 2022 P160275
H2215226Certificate of AnalysisJun 14, 2022 P160275
H2215227Certificate of AnalysisJun 14, 2022 P160275
C2224043Certificate of AnalysisNov 20, 2021 P160275
E2331133Certificate of AnalysisNov 20, 2021 P160275
F2205298Certificate of AnalysisNov 20, 2021 P160275
F2222472Certificate of AnalysisNov 20, 2021 P160275

Chemical and Physical Properties

SolubilitySlightly soluble in water.
SensitivityAir sensitive
Refractive Index1.6
Flash Point(°F)235.4 °F
Flash Point(°C)113 °C
Boil Point(°C)142°C/15mmHg(lit.)
Melt Point(°C)13°C(lit.)

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H302:Harmful if swallowed

H312:Harmful in contact with skin

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P317:Get emergency medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3

Related Documents

References

1. J A Zijlstra,E W Vogel.  (1988-11-01)  Influence of inhibition of the metabolic activation on the mutagenicity of some nitrosamines, triazenes, hydrazines and seniciphylline in Drosophila melanogaster..  Mutation research,  202  ((1)): (251-267).  [PMID:3141806]
2. M Murray,C F Wilkinson,K Hetnarski.  (1985-05-01)  Cytochrome P-450 and monooxygenase activity in hepatic microsomes from N-phenylimidazole-treated rats..  Toxicology letters,  25  ((2)): (191-198).  [PMID:3873725]
3. L R Kao,C F Wilkinson.  (1987-07-01)  Inhibition of cytochrome P-450c-mediated benzo[a]pyrene hydroxylase and ethoxyresorufin O-deethylase by dihydrosafrole..  Xenobiotica; the fate of foreign compounds in biological systems,  17  ((7)): (793-805).  [PMID:3660849]
4. C F Wilkinson,K Hetnarski,M S Denison,F P Guengerich.  (1983-03-15)  Selectivity of 1-phenylimidazole as a ligand for cytochrome P-450 and as an inhibitor of microsomal oxidation..  Biochemical pharmacology,  32  ((6)): (997-1003).  [PMID:6838663]
5. D J Wolff,G A Datto,R A Samatovicz,R A Tempsick.  (1993-05-05)  Calmodulin-dependent nitric-oxide synthase. Mechanism of inhibition by imidazole and phenylimidazoles..  The Journal of biological chemistry,  268  ((13)): (9425-9429).  [PMID:7683651]
6. P Ammann,C L Laethem,G L Kedderis.  (1998-05-08)  Chloroform-induced cytolethality in freshly isolated male B6C3F1 mouse and F-344 rat hepatocytes..  Toxicology and applied pharmacology,  149  ((2)): (217-225).  [PMID:9571991]
7. P F Chen,V Berka,A L Tsai,K K Wu.  (1998-12-16)  Effects of Asp-369 and Arg-372 mutations on heme environment and function in human endothelial nitric-oxide synthase..  The Journal of biological chemistry,  273  ((51)): (34164-34170).  [PMID:9852077]
8. A Hirashima,C Pan,E Kuwano,E Taniguchi,M Eto.  (1999-08-28)  Three-dimensional pharmacophore hypotheses for the locust neuronal octopamine receptor (OAR3). Part 2: agonists..  Bioorganic & medicinal chemistry,  ((7)): (1437-1443).  [PMID:10465417]
9. S C Vashishtha,E M Hawes,G McKay,D J McCann.  (2000-08-19)  Synthesis and identification of the quaternary ammonium-linked glucuronide of 1-phenylimidazole in human liver microsomes and investigation of the human UDP-glucuronosyltransferases involved..  Drug metabolism and disposition: the biological fate of chemicals,  28  ((9)): (1009-1013).  [PMID:10950841]
10. A J Green,S L Rivers,M Cheeseman,G A Reid,L G Quaroni,I D Macdonald,S K Chapman,A W Munro.  (2001-07-27)  Expression, purification and characterization of cytochrome P450 Biol: a novel P450 involved in biotin synthesis in Bacillus subtilis..  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry,  ((5-6)): (523-533).  [PMID:11472016]
11. Evan G Robertson,Christopher D Thompson,Richard J S Morrison.  (2004-12-21)  Interplanar torsion in the S1<--S0 electronic spectrum of jet cooled 1-phenylimidazole..  The Journal of chemical physics,  121  ((24)): (12421-12427).  [PMID:15606262]
12. Filippo Monti,Maria Grazia I La Placa,Nicola Armaroli,Rosario Scopelliti,Michael Grätzel,Mohammad Khaja Nazeeruddin,Florian Kessler.  (2015-03-06)  Cationic iridium(III) complexes with two carbene-based cyclometalating ligands: cis versus trans isomers..  Inorganic chemistry,  54  ((6)): (3031-3042).  [PMID:25741900]
13. Mehdi Rajabnia Khansari,Bahareh Sadat Yousefsani,Farzad Kobarfard,Mehrdad Faizi,Jalal Pourahmad.  (2017-08-27)  In vitro toxicity of perfluorooctane sulfonate on rat liver hepatocytes: probability of distructive binding to CYP 2E1 and involvement of cellular proteolysis..  Environmental science and pollution research international,  24  ((29)): (23382-23388).  [PMID:28842823]
14. Priyadarshini Balaraman,Erika Plettner.  (2018-11-06)  Chemotaxis by Pseudomonas putida (ATCC 17453) towards camphor involves cytochrome P450cam (CYP101A1)..  Biochimica et biophysica acta. General subjects,  1863  ((2)): (304-312).  [PMID:30391161]
15. J A Zijlstra,E W Vogel.  (1988-03-01)  Metabolic inactivation of mutagens in Drosophila melanogaster..  Mutation research,  198  ((1)): (73-83).  [PMID:3127701]
16. P R Kerklaan,S Bouter,J A Zijlstra,G R Mohn.  (1986-01-01)  The effect of mixed-function oxidase and amine oxidase inhibitors on the activation of dialkylnitrosamines and 1,2-dimethylhydrazine to bacterial mutagens in mice..  Journal of cancer research and clinical oncology,  111  ((3)): (196-202).  [PMID:3525573]
17. D M Grant,M E Campbell,B K Tang,W Kalow.  (1987-04-15)  Biotransformation of caffeine by microsomes from human liver. Kinetics and inhibition studies..  Biochemical pharmacology,  36  ((8)): (1251-1260).  [PMID:3593412]
18. D J Wolff,B J Gribin.  (1994-06-01)  Interferon-gamma-inducible murine macrophage nitric oxide synthase: studies on the mechanism of inhibition by imidazole agents..  Archives of biochemistry and biophysics,  311  ((2)): (293-299).  [PMID:7515612]
19. D J Wolff,B J Gribin.  (1994-06-01)  The inhibition of the constitutive and inducible nitric oxide synthase isoforms by indazole agents..  Archives of biochemistry and biophysics,  311  ((2)): (300-306).  [PMID:7515613]
20. D J Wolff,A Lubeskie,S Umansky.  (1994-11-01)  The inhibition of the constitutive bovine endothelial nitric oxide synthase by imidazole and indazole agents..  Archives of biochemistry and biophysics,  314  ((2)): (360-366).  [PMID:7526799]
21. R M Chabin,E McCauley,J R Calaycay,T M Kelly,K L MacNaul,G C Wolfe,N I Hutchinson,S Madhusudanaraju,J A Schmidt,J W Kozarich,K K Wong.  (1996-07-23)  Active-site structure analysis of recombinant human inducible nitric oxide synthase using imidazole..  Biochemistry,  35  ((29)): (9567-9575).  [PMID:8755738]
22. A Jos,H Segner,B Herradón,G Repetto,J M Navas.  (2007-05-25)  Induction of EROD activity by 1-phenylimidazole and beta-naphthoflavone in rainbow trout cultured hepatocytes: a comparative study..  Toxicology in vitro : an international journal published in association with BIBRA,  21  ((7)): (1307-1310).  [PMID:17521864]

Solution Calculators