4-Benzylpyridine | CAS# 2116-65-6 |

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

MedKoo CAT#: 412115

CAS#: 2116-65-6

Description: 4-Benzylpyridine acts as a monoamine releasing agent with 20- to 48-fold selectivity for releasing dopamine versus serotonin.

Chemical Structure

4-Benzylpyridine

CAS# 2116-65-6

Instruction

Theoretical Analysis

MedKoo Cat#: 412115
Name: 4-Benzylpyridine
CAS#: 2116-65-6
Chemical Formula: C12H11N
Exact Mass: 169.09
Molecular Weight: 169.227
Elemental Analysis: C, 85.17; H, 6.55; N, 8.28

Price and Availability

Size	Price	Availability	Quantity
10g	USD 450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: 4-Benzylpyridine; Ba33216; Ba-33216; Ba 33216

IUPAC/Chemical Name: 4-Benzylpyridine

InChi Key: DBOLXXRVIFGDTI-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H11N/c1-2-4-11(5-3-1)10-12-6-8-13-9-7-12/h1-9H,10H2

SMILES Code: C1(CC2=CC=CC=C2)=CC=NC=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: >3 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: 4-Benzylpyridine is most efficacious as a releaser of norepinephrine, with an ec50 of 109/41.4/5246nM for DA/NE/5HT, respectively .[1] It has a fast onset of action and a short duration.[1] It also functions as a monoamine oxidase inhibitor (MAOI) with preference for MAO-A.[2]

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 169.23 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.

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: Rajnák C, Titiš J, Moncol J, Mičová R, Boča R. Field-Induced Slow Magnetic Relaxation in a Mononuclear Manganese(II) Complex. Inorg Chem. 2019 Jan 22;58(2):991-994. doi: 10.1021/acs.inorgchem.8b02675. Epub 2019 Jan 9. PMID: 30624897.

2: Zhao JP, Xie Y, Li JR, Bu XH. Structural and magnetic modulations of copper(II) azido complexes: unexpected in situ reactions of mono-N-donor pyridine-based co-ligands. Dalton Trans. 2016 Jan 28;45(4):1514-24. doi: 10.1039/c5dt03667d. PMID: 26677799.

3: Zhao JP, Zhao C, Song WC, Wang L, Xie Y, Li JR, Bu XH. 4-Substituent pyridine directed cobalt(II) azides: solvothermal synthesis, structure, and magnetic properties. Dalton Trans. 2015 Jun 14;44(22):10289-96. doi: 10.1039/c5dt00568j. PMID: 25965673.

4: 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. PMID: 21875942; PMCID: PMC3228530.

5: Skyrianou KC, Perdih F, Turel I, Kessissoglou DP, Psomas G. Nickel-quinolones interaction: part 3--Nickel(II) complexes of the antibacterial drug flumequine. J Inorg Biochem. 2010 Jul;104(7):740-9. doi: 10.1016/j.jinorgbio.2010.03.007. Epub 2010 Mar 24. PMID: 20403640.

6: Cong H, Tao LL, Yu YH, Tao Z, Yang F, Zhao YJ, Xue SF, Lawrance GA, Wei G. Interaction between tetramethylcucurbit[6]uril and some pyridine derivates. J Phys Chem A. 2007 Apr 12;111(14):2715-21. doi: 10.1021/jp066031j. Epub 2007 Mar 22. PMID: 17388386.

7: Korhonen LE, Turpeinen M, Rahnasto M, Wittekindt C, Poso A, Pelkonen O, Raunio H, Juvonen RO. New potent and selective cytochrome P450 2B6 (CYP2B6) inhibitors based on three-dimensional quantitative structure-activity relationship (3D-QSAR) analysis. Br J Pharmacol. 2007 Apr;150(7):932-42. doi: 10.1038/sj.bjp.0707173. Epub 2007 Feb 26. PMID: 17325652; PMCID: PMC2013880.

8: Lotter M, Schilling J, Reimann E, Bracher F. First total synthesis of the 2,7-naphthyridine alkaloids lophocladine a and B. Arch Pharm (Weinheim). 2006 Dec;339(12):677-9. doi: 10.1002/ardp.200600134. PMID: 17109463.

9: Carson EC, Lippard SJ. Synthesis, characterization, and preliminary oxygenation studies of benzyl- and ethyl-substituted pyridine ligands of carboxylate-rich diiron(II) complexes. Inorg Chem. 2006 Jan 23;45(2):828-36. doi: 10.1021/ic051471v. PMID: 16411721; PMCID: PMC2505187.

10: Kobayashi Y, Matsuura Y, Kotani E, Fukuda T, Aoyagi T, Tobinaga S, Yoshida T, Kuroiwa Y. Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. J Biochem. 1993 Nov;114(5):697-701. doi: 10.1093/oxfordjournals.jbchem.a124239. PMID: 8113223.

11: Kobayashi Y, Matsuura Y, Kotani E, Iio T, Fukuda T, Aoyagi T, Tobinaga S, Yoshida T, Kuroiwa Y. Induction of hepatic microsomal cytochrome P450 and drug- metabolizing enzymes by 4-benzylpyridine and its structurally related compounds in rats. Dose- and sex-related differential induction of cytochrome P450 species. Biochem Pharmacol. 1992 May 28;43(10):2151-9. doi: 10.1016/0006-2952(92)90174-h. PMID: 1599503.

12: Franklin MR. Drug metabolizing enzyme induction by simple diaryl pyridines; 2-substituted isomers selectively increase only conjugation enzyme activities, 4-substituted isomers also induce cytochrome P450. Toxicol Appl Pharmacol. 1991 Oct;111(1):24-32. doi: 10.1016/0041-008x(91)90130-7. PMID: 1949033.

13: Matsuura Y, Kotani E, Iio T, Fukuda T, Tobinaga S, Yoshida T, Kuroiwa Y. Structure-activity relationships in the induction of hepatic microsomal cytochrome P450 by clotrimazole and its structurally related compounds in rats. Biochem Pharmacol. 1991 Jun 15;41(12):1949-56. doi: 10.1016/0006-2952(91)90135-r. PMID: 2039545.

14: Arai Y, Hamamichi N, Kinemuchi H. Time-dependent inhibition of rat brain monoamine oxidase by an analogue of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), 4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine. Neurosci Lett. 1986 Oct 8;70(2):255-60. doi: 10.1016/0304-3940(86)90473-8. PMID: 3490636.

15: Grier N, Strelitz RA. Synthesis and biological evaluation of 1-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)pyridinium hydroxide inner salt derivatives. J Pharm Sci. 1976 Apr;65(4):616-8. doi: 10.1002/jps.2600650439. PMID: 1271271.

16: HUNTRESS EH, WALTER HC. Dichromate salts of 2-benzyl and 4-benzylpyridine. J Am Chem Soc. 1948 Oct;70(10):3523. doi: 10.1021/ja01190a603. PMID: 18933568.

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