9-Benzyladenine
featured

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

MedKoo CAT#: 591128

CAS#: 4261-14-7

Description: 9-Benzyladenine is a bioactive chemical.


Chemical Structure

img
9-Benzyladenine
CAS# 4261-14-7

Theoretical Analysis

MedKoo Cat#: 591128
Name: 9-Benzyladenine
CAS#: 4261-14-7
Chemical Formula: C12H11N5
Exact Mass: 225.1014
Molecular Weight: 225.26
Elemental Analysis: C, 63.99; H, 4.92; N, 31.09

Price and Availability

Size Price Availability Quantity
1.0g USD 460.0 2 Weeks
Bulk inquiry

Synonym: 9-Benzyladenine; NSC 35649; NSC-35649; NSC35649

IUPAC/Chemical Name: 9-Benzyladenine

InChi Key: MRHCSNNEUHXNIC-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H11N5/c13-11-10-12(15-7-14-11)17(8-16-10)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,13,14,15)

SMILES Code: NC1=C2C(N(CC3=CC=CC=C3)C=N2)=NC=N1

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

Preparing Stock Solutions

The following data is based on the product molecular weight 225.26 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

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Giorgi I, Biagi G, Bianucci AM, Borghini A, Livi O, Leonardi M, Pietra D, Calderone V, Martelli A. N6-1,3-diphenylurea derivatives of 2-phenyl-9-benzyladenines and 8-azaadenines: synthesis and biological evaluation as allosteric modulators of A2A adenosine receptors. Eur J Med Chem. 2008 Aug;43(8):1639-47. Epub 2007 Oct 24. PubMed PMID: 18045744.

2: Jin G, Wu CC, Tawatao RI, Chan M, Carson DA, Cottam HB. Synthesis and immunostimulatory activity of 8-substituted amino 9-benzyladenines as potent Toll-like receptor 7 agonists. Bioorg Med Chem Lett. 2006 Sep 1;16(17):4559-63. Epub 2006 Jun 19. PubMed PMID: 16784848.

3: Hirota K, Kazaoka K, Sajiki H. Synthesis and biological evaluation of 2,8-disubstituted 9-benzyladenines: discovery of 8-mercaptoadenines as potent interferon-inducers. Bioorg Med Chem. 2003 Jul 3;11(13):2715-22. PubMed PMID: 12788345.

4: Reimund JM, Raboisson P, Pinna G, Lugnier C, Bourguignon JJ, Muller CD. Anti-TNF-alpha properties of new 9-benzyladenine derivatives with selective phosphodiesterase-4- inhibiting properties. Biochem Biophys Res Commun. 2001 Oct 26;288(2):427-34. PubMed PMID: 11606060.

5: Liu DY, Gorrod JW. Comparison of metabolic rates of some 9-aralkyladenines obtained using hamster hepatic microsomes. Drug Metabol Drug Interact. 1999;15(2-3):159-71. PubMed PMID: 10707121.

6: Liu DY, Gorrod JW. Induction and inhibition of the in vitro N1-oxidation of 9-benzyladenine and isomeric 9-(nitrobenzyl)adenines. Drug Metabol Drug Interact. 1999;15(2-3):141-57. PubMed PMID: 10707120.

7: Liu DY, Gorrod JW. Effects of cAMP-dependent protein kinase and ATP on N1-oxidation of 9-benzyladenine by animal hepatic microsomes. Life Sci. 2000;66(1):77-88. PubMed PMID: 10658926.

8: Boichot E, Wallace JL, Germain N, Corbel M, Lugnier C, Lagente V, Bourguignon JJ. Anti-inflammatory activities of a new series of selective phosphodiesterase 4 inhibitors derived from 9-benzyladenine. J Pharmacol Exp Ther. 2000 Feb;292(2):647-53. PubMed PMID: 10640302.

9: Liu DY, Liu ZD, el-Ghomari K, Gorrod JW. Metabolism of 9-(2-chlorobenzyl)-, 9-(2-methylbenzyl)- and 9-(2-methoxybenzyl)-adenines by hamster hepatic microsomes. Eur J Drug Metab Pharmacokinet. 1997 Oct-Dec;22(4):367-73. PubMed PMID: 9512936.

10: Liu DY, Gorrod JW. Solid phase extraction and HPLC determination of 9-benzyladenine and isomeric 9-(nitrobenzyl)adenines and their metabolic N1-oxides present in microsomal incubates. J Pharm Biomed Anal. 1997 Jul;15(11):1741-50. PubMed PMID: 9260671.

11: Liu DY, Gorrod JW. Metabolic N-oxidation of 9-benzyladenine and isomeric 9-(nitrobenzyl)adenines by hamster hepatic microsomes. Drug Metabol Drug Interact. 1997;13(3):195-214. doi: 10.1515/DMDI.1997.13.3.195. PubMed PMID: 21568811.

12: Lam SP, Barlow DJ, Gorrod JW. Conformational analysis of 9-substituted adenines in relation to their microsomal N1-oxidation. J Pharm Pharmacol. 1989 Jun;41(6):373-8. PubMed PMID: 2570831.

13: Lam SP, Devinsky F, Gorrod JW. Biological N-oxidation of adenine and 9-alkyl derivatives. Eur J Drug Metab Pharmacokinet. 1987 Oct-Dec;12(4):239-43. PubMed PMID: 3449381.

14: Harris DN, Asaad MM, Phillips MB, Goldenberg HJ, Antonaccio MJ. Inhibition of adenylate cyclase in human blood platelets by 9-substituted adenine derivatives. J Cyclic Nucleotide Res. 1979;5(2):125-34. PubMed PMID: 221552.

15: Wojnar RJ, Brittain RJ. Substituted 9-benzyladenines: inhibitors of inflammation associated with the delayed hypersensitivity skin reaction. Agents Actions. 1975 May;5(2):152-60. PubMed PMID: 1155303.