Pyridoxine | CAS#65-23-6 | 58-56-0 | vitamin B6

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

MedKoo CAT#: 329469

CAS#: 65-23-6 (free base)

Description: Pyridoxine (also called pyridoxol, not to be confused with pyridoxal) is one form of vitamin B6. Its hydrochloride salt, pyridoxine hydrochloride, is used as a vitamin B6 dietary supplement.

Chemical Structure

Pyridoxine free base

CAS# 65-23-6 (free base)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 329469
Name: Pyridoxine free base
CAS#: 65-23-6 (free base)
Chemical Formula: C8H11NO3
Exact Mass: 169.07
Molecular Weight: 169.180
Elemental Analysis: C, 56.80; H, 6.55; N, 8.28; O, 28.37

Price and Availability

Size	Price	Availability	Quantity
1g	USD 60
2g	USD 90
5g	USD 150
10g	USD 250
20g	USD 350
50g	USD 450
100g	USD 650
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.

Related CAS #: 65-23-6 (free base) 58-56-0 (hydrochloride) 27280-85-9 (oxoglurate)

Synonym: Pyridoxine; pyridoxol. vitamin B6.

IUPAC/Chemical Name: 4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol

InChi Key: LXNHXLLTXMVWPM-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3

SMILES Code: OC1=C(CO)C(CO)=CN=C1C

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 and DMF

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: Related CAS# CAS#65-23-6 (Pyridoxine free base) CAS#58-56-0 (Pyridoxine hydrochloride)

Product Data:

Product Data

Certificate of Analysis:

View CoA: current batch, Lot#C8M06C27

Safety Data Sheet (SDS):

View Safety Data Sheet (SDS)

Instruction:

View handling instruction

Biological target:	Pyridoxine is a water-soluble vitamin, and its active form, pyridoxal phosphate (PLP), serves as a coenzyme in several enzyme-catalyzed reactions. Pyridoxine primarily targets enzymes that rely on PLP as a cofactor to facilitate specific biochemical reactions.
In vitro activity:	In this cell model of Alzheimer's disease, pyridoxine exerted a protective potential against Alzheimer's disease, attenuated ROS levels, decreased the expressions of cytoplasmic Nrf2, and upregulated whole-cell HO-1 expression. Reference: Cell Mol Biol (Noisy-le-grand). 2018 Jul 30;64(10):119-124. https://pubmed.ncbi.nlm.nih.gov/30084803/
In vivo activity:	Pyridoxine may be an effective adjuvant agent for the prevention of linezolid toxicity in rat models. Linezolid plus pyridoxine treatment caused a significant decrease in malondialdehyde levels and superoxide dismutase, catalase, and glutathione peroxidase enzyme activities compared to the linezolid only group (P < .001, P < .01, P < .001, and P < .01, respectively). Reference: Turk Arch Pediatr. 2023 May;58(3):298-301. https://pubmed.ncbi.nlm.nih.gov/37144263/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	0.3	1.48
	DMSO	10.0	59.11

Preparing Stock Solutions

The following data is based on the product molecular weight 169.18 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:	1. Li C, Wang R, Hu C, Wang H, Ma Q, Chen S, He Y. Pyridoxine exerts antioxidant effects in cell model of Alzheimer's disease via the Nrf-2/HO-1 pathway. Cell Mol Biol (Noisy-le-grand). 2018 Jul 30;64(10):119-124. PMID: 30084803. 2. Vrolijk MF, Opperhuizen A, Jansen EHJM, Hageman GJ, Bast A, Haenen GRMM. The vitamin B6 paradox: Supplementation with high concentrations of pyridoxine leads to decreased vitamin B6 function. Toxicol In Vitro. 2017 Oct;44:206-212. doi: 10.1016/j.tiv.2017.07.009. Epub 2017 Jul 14. PMID: 28716455. 3. Kendir-Demirkol Y, Jenny LA, Demirkol A, Özen M, Ayata A, Canatan D. The Protective Effects of Pyridoxine on Linezolid-Induced Hematological Toxicity, Hepatotoxicity, and Oxidative Stress in Rats. Turk Arch Pediatr. 2023 May;58(3):298-301. doi: 10.5152/TurkArchPediatr.2023.21363. PMID: 37144263; PMCID: PMC10210608. 4. Gondim-Silva KR, da-Silva JM, de Souza LAV, Guedes RCA. Neonatal pyridoxine administration long lastingly accelerates cortical spreading depression in male rats, without affecting anxiety-like behavior. Nutr Neurosci. 2021 May;24(5):363-370. doi: 10.1080/1028415X.2019.1632570. Epub 2019 Jun 21. PMID: 31221041.
In vitro protocol:	1. Li C, Wang R, Hu C, Wang H, Ma Q, Chen S, He Y. Pyridoxine exerts antioxidant effects in cell model of Alzheimer's disease via the Nrf-2/HO-1 pathway. Cell Mol Biol (Noisy-le-grand). 2018 Jul 30;64(10):119-124. PMID: 30084803. 2. Vrolijk MF, Opperhuizen A, Jansen EHJM, Hageman GJ, Bast A, Haenen GRMM. The vitamin B6 paradox: Supplementation with high concentrations of pyridoxine leads to decreased vitamin B6 function. Toxicol In Vitro. 2017 Oct;44:206-212. doi: 10.1016/j.tiv.2017.07.009. Epub 2017 Jul 14. PMID: 28716455.
In vivo protocol:	1. Kendir-Demirkol Y, Jenny LA, Demirkol A, Özen M, Ayata A, Canatan D. The Protective Effects of Pyridoxine on Linezolid-Induced Hematological Toxicity, Hepatotoxicity, and Oxidative Stress in Rats. Turk Arch Pediatr. 2023 May;58(3):298-301. doi: 10.5152/TurkArchPediatr.2023.21363. PMID: 37144263; PMCID: PMC10210608. 2. Gondim-Silva KR, da-Silva JM, de Souza LAV, Guedes RCA. Neonatal pyridoxine administration long lastingly accelerates cortical spreading depression in male rats, without affecting anxiety-like behavior. Nutr Neurosci. 2021 May;24(5):363-370. doi: 10.1080/1028415X.2019.1632570. Epub 2019 Jun 21. PMID: 31221041.

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1: van Karnebeek CD, Tiebout SA, Niermeijer J, Poll-The BT, Ghani A, Coughlin CR 2nd, Van Hove JL, Richter JW, Christen HJ, Gallagher R, Hartmann H, Stockler-Ipsiroglu S. Pyridoxine-Dependent Epilepsy: An Expanding Clinical Spectrum. Pediatr Neurol. 2016 Jun;59:6-12. doi: 10.1016/j.pediatrneurol.2015.12.013. Review. PubMed PMID: 26995068.

2: Dakshinamurti S, Dakshinamurti K. Antihypertensive and neuroprotective actions of pyridoxine and its derivatives. Can J Physiol Pharmacol. 2015 Dec;93(12):1083-90. doi: 10.1139/cjpp-2015-0098. Review. PubMed PMID: 26281007.

3: Salam RA, Zuberi NF, Bhutta ZA. Pyridoxine (vitamin B6) supplementation during pregnancy or labour for maternal and neonatal outcomes. Cochrane Database Syst Rev. 2015 Jun 3;(6):CD000179. doi: 10.1002/14651858.CD000179.pub3. Review. PubMed PMID: 26039815.

4: Coughlin CR 2nd, van Karnebeek CD, Al-Hertani W, Shuen AY, Jaggumantri S, Jack RM, Gaughan S, Burns C, Mirsky DM, Gallagher RC, Van Hove JL. Triple therapy with pyridoxine, arginine supplementation and dietary lysine restriction in pyridoxine-dependent epilepsy: Neurodevelopmental outcome. Mol Genet Metab. 2015 Sep-Oct;116(1-2):35-43. doi: 10.1016/j.ymgme.2015.05.011. Review. PubMed PMID: 26026794.

5: Jo SJ, Shin H, Jo S, Kwon O, Myung SK. Prophylactic and therapeutic efficacy of pyridoxine supplements in the management of hand-foot syndrome during chemotherapy: a meta-analysis. Clin Exp Dermatol. 2015 Apr;40(3):260-70. doi: 10.1111/ced.12538. Review. PubMed PMID: 25557587.

6: Ghavanini AA, Kimpinski K. Revisiting the evidence for neuropathy caused by pyridoxine deficiency and excess. J Clin Neuromuscul Dis. 2014 Sep;16(1):25-31. doi: 10.1097/CND.0000000000000049. Review. PubMed PMID: 25137514.

7: Gospe SM Jr. Pyridoxine-Dependent Epilepsy. 2001 Dec 7 [updated 2014 Jun 19]. In: Pagon RA, Adam MP, Ardinger HH, Wallace SE, Amemiya A, Bean LJH, Bird TD, Fong CT, Mefford HC, Smith RJH, Stephens K, editors. GeneReviews® [Internet]. Seattle (WA): University of Washington, Seattle; 1993-2016. Available from http://www.ncbi.nlm.nih.gov/books/NBK1486/ PubMed PMID: 20301659.

8: Nuangchamnong N, Niebyl J. Doxylamine succinate-pyridoxine hydrochloride (Diclegis) for the management of nausea and vomiting in pregnancy: an overview. Int J Womens Health. 2014 Apr 12;6:401-9. doi: 10.2147/IJWH.S46653. Review. PubMed PMID: 24748822; PubMed Central PMCID: PMC3990370.

9: Madjunkova S, Maltepe C, Koren G. The delayed-release combination of doxylamine and pyridoxine (Diclegis®/Diclectin ®) for the treatment of nausea and vomiting of pregnancy. Paediatr Drugs. 2014 Jun;16(3):199-211. doi: 10.1007/s40272-014-0065-5. Review. PubMed PMID: 24574047; PubMed Central PMCID: PMC4030125.

10: Yang ZX, Qin J. [Advances in clinical and molecular genetic research on pyridoxine dependent epilepsy]. Zhonghua Er Ke Za Zhi. 2013 Nov;51(11):867-70. Review. Chinese. PubMed PMID: 24484566.

11: Chen M, Zhang L, Wang Q, Shen J. Pyridoxine for prevention of hand-foot syndrome caused by chemotherapy: a systematic review. PLoS One. 2013 Aug 20;8(8):e72245. doi: 10.1371/journal.pone.0072245. Review. PubMed PMID: 23977264; PubMed Central PMCID: PMC3748123.

12: Plecko B. Pyridoxine and pyridoxalphosphate-dependent epilepsies. Handb Clin Neurol. 2013;113:1811-7. doi: 10.1016/B978-0-444-59565-2.00050-2. Review. PubMed PMID: 23622403.

13: Stockler S, Plecko B, Gospe SM Jr, Coulter-Mackie M, Connolly M, van Karnebeek C, Mercimek-Mahmutoglu S, Hartmann H, Scharer G, Struijs E, Tein I, Jakobs C, Clayton P, Van Hove JL. Pyridoxine dependent epilepsy and antiquitin deficiency: clinical and molecular characteristics and recommendations for diagnosis, treatment and follow-up. Mol Genet Metab. 2011 Sep-Oct;104(1-2):48-60. doi: 10.1016/j.ymgme.2011.05.014. Review. PubMed PMID: 21704546.

14: Bowling FG. Pyridoxine supply in human development. Semin Cell Dev Biol. 2011 Aug;22(6):611-8. doi: 10.1016/j.semcdb.2011.05.003. Review. PubMed PMID: 21664474.

15: van der Watt JJ, Harrison TB, Benatar M, Heckmann JM. Polyneuropathy, anti-tuberculosis treatment and the role of pyridoxine in the HIV/AIDS era: a systematic review. Int J Tuberc Lung Dis. 2011 Jun;15(6):722-8. doi: 10.5588/ijtld.10.0284. Review. PubMed PMID: 21477422.

16: Torshin IIu, Gromova OA, Gusev EI. [Mechanisms of antistress and antidepressive effects of magnesium and pyridoxine]. Zh Nevrol Psikhiatr Im S S Korsakova. 2009;109(11):107-11. Review. Russian. PubMed PMID: 20120072.

17: Thaver D, Saeed MA, Bhutta ZA. Pyridoxine (vitamin B6) supplementation in pregnancy. Cochrane Database Syst Rev. 2006 Apr 19;(2):CD000179. Review. Update in: Cochrane Database Syst Rev. 2015;6:CD000179. PubMed PMID: 16625530.

18: Gospe SM Jr. Pyridoxine-dependent seizures: new genetic and biochemical clues to help with diagnosis and treatment. Curr Opin Neurol. 2006 Apr;19(2):148-53. Review. PubMed PMID: 16538088.

19: Lheureux P, Penaloza A, Gris M. Pyridoxine in clinical toxicology: a review. Eur J Emerg Med. 2005 Apr;12(2):78-85. Review. PubMed PMID: 15756083.

20: Barak N, Huminer D, Stahl B. [Vitamin B6 (Pyridoxine)--excessive dosage in food supplements and OTC medications]. Harefuah. 2004 Dec;143(12):887-90, 910, 909. Review. Hebrew. PubMed PMID: 15666709.

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Pyridoxine free base featured