4-CPI
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H561716

CAS#: 35512-29-9

Description: 4-CPI is an inhibitor of non-active site mutants of cytochrome P450 2B4.

Chemical Structure

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4-CPI
CAS# 35512-29-9
Instruction

Theoretical Analysis

Hodoodo Cat#: H561716
Name: 4-CPI
CAS#: 35512-29-9
Chemical Formula: C9H7ClN2
Exact Mass: 178.03
Molecular Weight: 178.610
Elemental Analysis: C, 60.52; H, 3.95; Cl, 19.85; N, 15.68

Price and Availability

Size Price Availability Quantity
5g USD 260 2 Weeks
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Synonym: 4-CPI; 4 CPI; 4CPI;

IUPAC/Chemical Name: 4-(4-Chlorophenyl)imidazole

InChi Key: DVKIFCXVRCGAEE-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H7ClN2/c10-8-3-1-7(2-4-8)9-5-11-6-12-9/h1-6H,(H,11,12)

SMILES Code: ClC1=CC=C(C2=CNC=N2)C=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 178.61 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Montiel EE, Badenhorst D, Tamplin J, Burke RL, Valenzuela N. Discovery of the youngest sex chromosomes reveals first case of convergent co-option of ancestral autosomes in turtles. Chromosoma. 2017 Feb;126(1):105-113. doi: 10.1007/s00412-016-0576-7. Epub 2016 Feb 3. PubMed PMID: 26842819.

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6: Wilderman PR, Gay SC, Jang HH, Zhang Q, Stout CD, Halpert JR. Investigation by site-directed mutagenesis of the role of cytochrome P450 2B4 non-active-site residues in protein-ligand interactions based on crystal structures of the ligand-bound enzyme. FEBS J. 2012 May;279(9):1607-20. doi: 10.1111/j.1742-4658.2011.08411.x. Epub 2011 Nov 25. PubMed PMID: 22051155; PubMed Central PMCID: PMC3911823.

7: Shah MB, Pascual J, Zhang Q, Stout CD, Halpert JR. Structures of cytochrome P450 2B6 bound to 4-benzylpyridine and 4-(4-nitrobenzyl)pyridine: insight into inhibitor binding and rearrangement of active site side chains. Mol Pharmacol. 2011 Dec;80(6):1047-55. doi: 10.1124/mol.111.074427. Epub 2011 Aug 29. PubMed PMID: 21875942; PubMed Central PMCID: PMC3228530.

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9: Wilderman PR, Shah MB, Liu T, Li S, Hsu S, Roberts AG, Goodlett DR, Zhang Q, Woods VL Jr, Stout CD, Halpert JR. Plasticity of cytochrome P450 2B4 as investigated by hydrogen-deuterium exchange mass spectrometry and X-ray crystallography. J Biol Chem. 2010 Dec 3;285(49):38602-11. doi: 10.1074/jbc.M110.180646. Epub 2010 Sep 28. PubMed PMID: 20880847; PubMed Central PMCID: PMC2992292.

10: Gay SC, Shah MB, Talakad JC, Maekawa K, Roberts AG, Wilderman PR, Sun L, Yang JY, Huelga SC, Hong WX, Zhang Q, Stout CD, Halpert JR. Crystal structure of a cytochrome P450 2B6 genetic variant in complex with the inhibitor 4-(4-chlorophenyl)imidazole at 2.0-A resolution. Mol Pharmacol. 2010 Apr;77(4):529-38. doi: 10.1124/mol.109.062570. Epub 2010 Jan 8. PubMed PMID: 20061448; PubMed Central PMCID: PMC2845937.

11: Gay SC, Sun L, Maekawa K, Halpert JR, Stout CD. Crystal structures of cytochrome P450 2B4 in complex with the inhibitor 1-biphenyl-4-methyl-1H-imidazole: ligand-induced structural response through alpha-helical repositioning. Biochemistry. 2009 Jun 9;48(22):4762-71. doi: 10.1021/bi9003765. PubMed PMID: 19397311; PubMed Central PMCID: PMC2764533.

12: Oezguen N, Kumar S, Hindupur A, Braun W, Muralidhara BK, Halpert JR. Identification and analysis of conserved sequence motifs in cytochrome P450 family 2. Functional and structural role of a motif 187RFDYKD192 in CYP2B enzymes. J Biol Chem. 2008 Aug 1;283(31):21808-16. doi: 10.1074/jbc.M708582200. Epub 2008 May 21. PubMed PMID: 18495666; PubMed Central PMCID: PMC2490781.

13: Muralidhara BK, Sun L, Negi S, Halpert JR. Thermodynamic fidelity of the mammalian cytochrome P450 2B4 active site in binding substrates and inhibitors. J Mol Biol. 2008 Mar 14;377(1):232-45. doi: 10.1016/j.jmb.2007.12.068. Epub 2008 Jan 5. PubMed PMID: 18241887.

14: Zhao Y, Sun L, Muralidhara BK, Kumar S, White MA, Stout CD, Halpert JR. Structural and thermodynamic consequences of 1-(4-chlorophenyl)imidazole binding to cytochrome P450 2B4. Biochemistry. 2007 Oct 16;46(41):11559-67. Epub 2007 Sep 22. PubMed PMID: 17887776; PubMed Central PMCID: PMC2566820.

15: Muralidhara BK, Negi SS, Halpert JR. Dissecting the thermodynamics and cooperativity of ligand binding in cytochrome P450eryF. J Am Chem Soc. 2007 Feb 21;129(7):2015-24. Epub 2007 Jan 26. PubMed PMID: 17256854.

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