NICOTINYL ALCOHOL

US Previously Marketed

First approved in 1949

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H7NO
Molecular Weight	109.1259
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC1=CN=CC=C1

InChI

InChIKey=MVQVNTPHUGQQHK-UHFFFAOYSA-N

InChI=1S/C6H7NO/c8-5-6-2-1-3-7-4-6/h1-4,8H,5H2

HIDE SMILES / InChI

Molecular Formula	C6H7NO
Molecular Weight	109.1259
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13383231 | https://www.ncbi.nlm.nih.gov/pubmed/5621227 | https://www.ncbi.nlm.nih.gov/pubmed/5860388

Nicotinyl alcohol is a direct-acting vasolidator, that may decrease the blood pressure and it is a cholesterol-lowering agent. Nicotinyl alcohol as a tartrate salt led to the efficiency improvements in patients with intermittent claudication. In addition, nicotinyl alcohol alone or associated with other drugs was studied in the treatment of radicular syndromes; and was shown, that the effect had not been due to mechanical compression.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Intermittent claudication 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13383231	Primary		Not Provided 504	ronicol Approved Use Unknown
Radicular syndromes 5 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5398437	Primary		Not Provided 504	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	Other AEs: Increased appetite, Skin rash... Other AEs: Increased appetite (15%) Skin rash (36%) Itching (37%) Flushing (68%) Nausea (50%) Abdominal pain (15%) Sources: https://pubmed.ncbi.nlm.nih.gov/222145/

AEs

AE	Significance	Dose	Population
Abdominal pain	15%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Increased appetite	15%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Skin rash	36%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Itching	37%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Nausea	50%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Flushing	68%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years n = 20 Health Status: unhealthy Condition: hyperlipoproteinemia Age Group: 30 - 66 years Sex: M+F Population Size: 20 Sources: https://pubmed.ncbi.nlm.nih.gov/222145/

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	NO22409	https://www.001chemical.com/chem/100-55-0
3B Scientific (Wuhan) Corp	3B3-010708	http://www.3bsc.com/index/pro_info.php?id=33201
AA Blocks	AA00004J	http://www.aablocks.com/goods/Goods/detail?id=AA00004J
AEchem Scientific Corp., USA	AE045319	http://www.aechemsc.com/info_products/AE045319.php
AHH Chemical co.,ltd	MT-22014	http://www.ahhchemical.com/product/MT-22014.html
AK Scientific, Inc. (AKSCI)	71601	http://www.aksci.com/item_detail.php?cat=71601
Aaron Chemicals	AR0000WB	http://www.aaronchem.com/100-55-0
AbMole Bioscience	M5363	http://www.abmole.com/products/3-pyridinemethanol.html
Acadechem	ACDS-028471	http://www.acadechemical.com/product/103170
Accela ChemBio Inc	SY001086	http://www.accelachem.com/cn/search.html?keyword=SY001086&attname=GoodsCode
Achemica	ACMC-1C7ZK	http://www.achemica.com/prodinfo/?id=59873
Achemo Scientific Limited	AC-13420	http://www.achemo.com/search/?Keyword= 100-55-0
Achemtek	0104-017426	http://www.achemtek.com/100-55-0
Acros Organics	AC132005000	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics-2/AC132005000
Acros Organics	AC132000050	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics/AC132000050
Acros Organics	AC132001000	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics/AC132001000
Alfa Aesar	A10381	https://www.alfa.com/en/catalog/A10381/
Alfa Chemistry	744221-34-9	https://www.alfa-chemistry.com/cas_744221-34-9.htm
Alichem	24007806	http://www.alichem.com/en/products/100-55-0.html
Allbio Pharm Co., Ltd	AD12516	http://www.allbiopharm.com/product/n/AD12516
Angene	AGN-PC-07Y4V7	http://www.angenechemical.com/productshow/AGN-PC-07Y4V7.html
Anward	ANW-14316	http://www.anward.com/pro_result/13038
Ark Pharm	AK-46173	http://www.arkpharminc.com/products/100-55-0.html
Aurora Fine Chemicals LLC	A00.156.740	http://online.aurorafinechemicals.com/info?ID=A00.156.740
Aurum Pharmatech LLC	M-6218	http://www.Aurumpharmatech.com/Product/ProductDetails/M_6218
BLD Pharm	BD89112	http://www.bldpharm.com/products/100-55-0.html
BioChemPartner	BCP20084	http://www.biochempartner.com/100-55-0-BCP20084
BioSynth	W-108954	https://www.biosynth.com/en/products/chemical-intermediates/basic-intermediates/products/W-108954.html
BioSynth	J-650089	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/J-650089.html
Boerchem	BC209311	http://www.boerchem.com/?product_35498.html
Capot Chemical	11736	http://www.capotchem.com/en/11736.htm
Capot Chemical	PubChem11736	http://www.capotchem.com/en/11736.htm
Chem Scene	CS-4356	http://www.chemscene.com/100-55-0.html
ChemMol	1202882	http://www.chemmol.com/chemmol/1202882.html
ChemMol	2100215	http://www.chemmol.com/chemmol/2100215.html
ChemMol	30104754	http://www.chemmol.com/chemmol/30104754.html
ChemMol	44003613	http://www.chemmol.com/chemmol/44003613.html
ChemMol	49417869	http://www.chemmol.com/chemmol/49417869.html
ChemReagents	817441	http://www.chemreagents.com/Product/Product.asp?ProductID=817441
Chemenu	CM102582	http://www.chemenu.com/products/CM102582
Chemspace	CSSB00000212025	https://chem-space.com/CSSB00000212025
Clearsynth	CS-T-60967	https://www.clearsynth.com/en/CST60967.html
Debye Scientific	DB-012725	http://www.debyesci.com/cas_100-55-0.html
Finetech	FT-0674210	http://www.finetechnology-ind.com/prod/detail/pub/1189493-62-6.html
Finetech	FT-0674186	http://www.finetechnology-ind.com/prod/detail/pub/258854-74-9.html
FondChemical	FDB-3102	http://www.fondchemical.com/cpshow_cid_8_pid_2376.html
Glentham Life Sciences	GK4076	http://www.glentham.com/products/product/GK4076/
Hairui	ENJL01103	http://www.hairuichem.com/en/product/100-55-0.html
Lab Network	LN00004460	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00004460
MIC Scientific	HC150097	http://www.michemical.com/mkdetail.php?id=614
Matrix Scientific	119313	https://www.matrixscientific.com/119313.html
MedChem Express	HY-B0893	http://www.medchemexpress.com/3-Pyridinemethanol.html
Molcore	CS22409	https://www.molcore.com/product/100-55-0
MuseChem	I000091	https://www.musechem.com/product/I000091.html
Oakwood	208628	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=89627&ExtHyperLink=1
Parchem	32720	http://www.parchem.com/chemical-supplier-distributor/3-Piperidine-methanol-022720.aspx
Parchem	31701	http://www.parchem.com/chemical-supplier-distributor/3-pyridinemethanol-021701.aspx
R&D Chemicals	FS011361	http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=579
Renno Tech	RP00469	http://www.rennotech.com/product_show.asp?id=6860
Shanghai Send Pharmaceutical Technology Co., Ltd	send36076	http://shsendpharm.com/
Sigma-Aldrich	P66807_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/p66807?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	43045_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/43045?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	V900526_VETEC	https://www.sigmaaldrich.com/catalog/product/vetec/v900526?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S012814	http://www.sinfoobiotech.com/product/1016212
TCI (Tokyo Chemical Industry)	P0555	http://www.tcichemicals.com/eshop/en/us/commodity/P0555/index.html
THE BioTek	bt-253009	https://www.thebiotek.com/product/inhibitors/bt-253009
Vesino Industrial Co Ltd	VZ27242	http://www.vsnchem.com/goto/product/40219/
VladaChem	VL275315-100G	https://www.vladachem.com/product.php?products=100-55-0
Yuhao Chemical	HL1274	http://www.chemyuhao.com/100-55-0.html
abcr GmbH	AB469464	http://www.abcr.com/shop/en/AB469464
abcr GmbH	AB121175	http://www.abcr.de/shop/en/AB121175
eNovation Chemicals	D383143	http://www.enovationchem.com/productDetails.asp?productID=D383143
eNovation Chemicals	D404346	https://www.enovationchem.com/ProductDetails.asp?ProductID=D404346
eNovation Chemicals	D552480	https://www.enovationchem.com/ProductDetails.asp?ProductID=D552480
iChemical	EBD1837862	http://www.ichemical.com/products/100-55-0.html
mcule	MCULE-4350730997	https://mcule.com/MCULE-4350730997/

PubMed

Title	Date	PubMed
Importance of free fatty acids as a determinant of myocardial oxygen consumption and myocardial ischemic injury during norepinephrine infusion in dogs.	1974 May	4825226
Metabolism of myosmine in Wistar rats.	2005 Nov	16079272
Reaction of the tobacco alkaloid myosmine with hydrogen peroxide.	2006 Jan	16411668
Picolinyl ester fragmentation mechanism studies with application to the identification of acylcarnitine acyl groups following transesterification.	2006 Nov	16904336
Enzymatic oxidation of NADP+ to its 4-oxo derivative is a side-reaction displayed only by the adrenodoxin reductase type of ferredoxin-NADP+ reductases.	2007 Aug	17635583
catena-Poly[[tetrakis(mu-propionato-kappa(2)O:O')dicopper(II)]-mu-3-pyridylmethanol-kappa(2)N:O-[bis(propionato-kappaO)bis(3-pyridylmethanol-kappaN)copper(II)]-mu-3-pyridylmethanol-kappaO:N].	2007 Mar	17339704
catena-Poly[[bis-[2-(2,3-dimethyl-anilino)benzoato-κO]cadmium(II)]-di-μ-3-pyridylmethanol-κN:O;κO:N].	2008 Feb 6	21201841
Improved synthesis of histone deacetylase inhibitors (HDIs) (MS-275 and CI-994) and inhibitory effects of HDIs alone or in combination with RAMBAs or retinoids on growth of human LNCaP prostate cancer cells and tumor xenografts.	2008 Mar 15	18166465
Equilibria of 3-pyridylmethanol with copper(II). A comparative electron spin resonance study by the decomposition of spectra in liquid and frozen solutions.	2008 Oct 16	18781728
Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress.	2009 Mar 16	18845131
Development of molecularly imprinted polymers as tailored templates for the solid-state [2+2] photodimerization.	2009 Nov 15	19269158
A rapid and sensitive method for the simultaneous analysis of aliphatic and polar molecules containing free carboxyl groups in plant extracts by LC-MS/MS.	2009 Nov 25	19939243
Oxidation of alcohols using a manganese (II) complex based on a pentakis benzimidazole amide ligand.	2009 Oct 1	19660981
Synthesis and Structural Characterization of a Metal Cluster and a Coordination Polymer Based on the [Mn(6)(mu(4)-O)(2)] Unit.	2010	20634987
The role of p53 in the cellular toxicity by active trans-platinum complexes containing isopropylamine and hydroxymethylpyridine.	2010 Jan	19853978
Noncovalent synthesis of hierarchical zinc phosphates from a single Zn(4)O(12)P(4) double-four-ring building block: dimensionality control through the choice of auxiliary ligands.	2010 Jan 18	19902438
Copper (II) complexes of the anti-inflammatory drug naproxen and 3-pyridylmethanol as auxiliary ligand. Characterization, superoxide dismutase and catecholase--mimetic activities.	2010 Sep	20605277

Patents

Sample Use Guides

In Vivo Use Guide

25 mg tablet 4 times a daily

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:22:11 GMT 2023` Edited by `admin` on `Fri Dec 15 15:22:11 GMT 2023`
Record UNII	9TF312056Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NICOTINYL ALCOHOL

Official Name

English

C10AD05

Code

English

Nicotinyl alcohol [WHO-DD]

Common Name

English

PYRIDYLMETHANOL

Systematic Name

English

RO-1-5155

Code

English

NSC-526046

Code

English

RO-15155

Code

English

NICOTINYL ALCOHOL [MART.]

Common Name

English

NICOTINIC ALCOHOL

Common Name

English

NU-2121

Code

English

RO 1-5155

Code

English

3-HYDROXYMETHYLPYRIDINE

Systematic Name

English

NICOTINYL ALCOHOL [INCI]

Common Name

English

NICOTINYL ALCOHOL [USAN]

Common Name

English

.BETA.-PYRIDYLCARBINOL

Common Name

English

NICOTINYL ALCOHOL [MI]

Common Name

English

3-Pyridinemethanol

Systematic Name

English

PYRIDYLCARBINOL

Systematic Name

English

Classification Tree Code System Code

WHO-ATC

C10AD05