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MedKoo Cat#: 591128 | Name: 9-Benzyladenine
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Description:

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

9-Benzyladenine is a bioactive chemical.

Chemical Structure

9-Benzyladenine
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
1g USD 350.00 2 weeks
5g USD 850.00 2 Weeks
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Related CAS #
No Data
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
More Info

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
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.