3-Pyridinecarboxylicacid, hydrochloride (1:1)

Names

[ CAS No. ]:
636-79-3

[ Name ]:
3-Pyridinecarboxylicacid, hydrochloride (1:1)

[Synonym ]:
chloro nicotinic acid
Nicotinic acid,hydrochloride
3-carboxypyridinium chloride
pyridine-3-carboxylic chloride
Niacin hydrochloride
Niacin HCl
3-Pyridinecarboxylic acid,hydrochloride
Pyridine-3-carboxylic acid hydrochloride

Biological Activity

[Description]:

Niacin (Vitamin B3; Nicotinic acid) hydrochloride is an orally active B3 vitamin that is an essential nutrient for humans. Niacin hydrochloride plays a key role in energy metabolism, cell signaling cascades regulating gene expression and apoptosis. Niacin hydrochloride is also used in the study of cardiovascular diseases[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Research Areas >> Metabolic Disease

[Target]

Microbial Metabolite

[In Vitro]

Niacin hydrochloride (0-900 μM, 42 hours) significantly increases GSH levels and decreases ROS levels, and affects the expression of genes related to apoptosis and lipid metabolism[1]. Niacin hydrochloride (0-40 μM, 24 hours) can inhibit cancer invasive activity at low dose but with no influence on proliferation[2]. RT-PCR[1] Cell Line: Cumulus cells and oocytes of prepubertal gilts Concentration: 600 μM Incubation Time: 42 hours Result: Up-regulated the relative expression of the anti-apoptotic gene BCL2 and lipid metabolism gene ACACA while down-regulated the pro-apoptotic gene BAX. Cell Proliferation Assay[2] Cell Line: Rat ascites hepatoma cell line of AH109A Concentration: 0-40 μM Incubation Time: 24 hours Result: Had no effect on the proliferation of AH109A cells but suppressed cell invasion from 2.5 μM to 40 μM.

[In Vivo]

Niacin hydrochloride (subcutaneous injection, 3-300 mg/kg, once) can induce vasodilation in a dose-dependent manner within minutes in male C57BL/6 mice[3]. Animal Model: Male C57BL/6 mice[3] Dosage: 3-300 mg/kg Administration: Subcutaneous injection; once Result: Induced vasodilation in a dose-dependent manner.

[References]

[1]. Areeg M Almubarak, et al. Supplementation with Niacin during in vitro maturation improves the quality of porcine embryos. Theriogenology. 2021 Jul 15;169:36-46. doi: 10.1016/j.theriogenology.2021.04.005. Epub 2021 Apr 18.

[2]. Nobuhiro Hirakawa, et al. Anti-invasive activity of niacin and trigonelline against cancer cells. Biosci Biotechnol Biochem. 2005 Mar;69(3):653-8.

[3]. Kang Cheng, et al. Antagonism of the prostaglandin D2 receptor 1 suppresses nicotinic acid-induced vasodilation in mice and humans. Proc Natl Acad Sci U S A. 2006 Apr 25;103(17):6682-7.

Chemical & Physical Properties

[ Boiling Point ]:
292.5ºC at 760 mmHg

[ Melting Point ]:
236.6ºC

[ Molecular Formula ]:
C₆H₆ClNO₂

[ Molecular Weight ]:
159.57000

[ Flash Point ]:
130.7ºC

[ Exact Mass ]:
159.00900

[ PSA ]:
50.19000

[ LogP ]:
1.58180

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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