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Details

Stereochemistry ACHIRAL
Molecular Formula C6H7NO.C4H4O4
Molecular Weight 225.198
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NICOTINYL MALEATE

SMILES

OCC1=CC=CN=C1.OC(=O)\C=C/C(O)=O

InChI

InChIKey=RFZPTICEDBOFHH-BTJKTKAUSA-N
InChI=1S/C6H7NO.C4H4O4/c8-5-6-2-1-3-7-4-6;5-3(6)1-2-4(7)8/h1-4,8H,5H2;1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI
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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ronicol

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse 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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
Other AEs: Increased appetite, Skin rash...
Other AEs:
Increased appetite (15%)
Skin rash (36%)
Itching (37%)
Flushing (68%)
Nausea (50%)
Abdominal pain (15%)
Sources:
AEs

AEs

AESignificanceDosePopulation
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
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:
unhealthy, 30 - 66 years
Health Status: unhealthy
Age Group: 30 - 66 years
Sex: M+F
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Copper (II) complexes of the anti-inflammatory drug naproxen and 3-pyridylmethanol as auxiliary ligand. Characterization, superoxide dismutase and catecholase--mimetic activities.
2010-09
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.
2010-01-18
The role of p53 in the cellular toxicity by active trans-platinum complexes containing isopropylamine and hydroxymethylpyridine.
2010-01
Synthesis and Structural Characterization of a Metal Cluster and a Coordination Polymer Based on the [Mn(6)(mu(4)-O)(2)] Unit.
2010
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.
2009-11-25
Development of molecularly imprinted polymers as tailored templates for the solid-state [2+2] photodimerization.
2009-11-15
Oxidation of alcohols using a manganese (II) complex based on a pentakis benzimidazole amide ligand.
2009-10-01
Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress.
2009-03-16
Equilibria of 3-pyridylmethanol with copper(II). A comparative electron spin resonance study by the decomposition of spectra in liquid and frozen solutions.
2008-10-16
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.
2008-03-15
catena-Poly[[bis-[2-(2,3-dimethyl-anilino)benzoato-κO]cadmium(II)]-di-μ-3-pyridylmethanol-κN:O;κO:N].
2008-02-06
Enzymatic oxidation of NADP+ to its 4-oxo derivative is a side-reaction displayed only by the adrenodoxin reductase type of ferredoxin-NADP+ reductases.
2007-08
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].
2007-03
Picolinyl ester fragmentation mechanism studies with application to the identification of acylcarnitine acyl groups following transesterification.
2006-11
Reaction of the tobacco alkaloid myosmine with hydrogen peroxide.
2006-01
Metabolism of myosmine in Wistar rats.
2005-11
Importance of free fatty acids as a determinant of myocardial oxygen consumption and myocardial ischemic injury during norepinephrine infusion in dogs.
1974-05
Patents

Sample Use Guides

25 mg tablet 4 times a daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
3-PYRIDINEMETHANOL, (2Z)-2-BUTENEDIOATE (1:1) (SALT)
Preferred Name English
NICOTINYL MALEATE
WHO-DD  
Systematic Name English
Nicotinyl maleate [WHO-DD]
Common Name English
Code System Code Type Description
FDA UNII
EX8S2926D7
Created by admin on Tue Apr 01 16:21:54 GMT 2025 , Edited by admin on Tue Apr 01 16:21:54 GMT 2025
PRIMARY
CAS
91456-88-1
Created by admin on Tue Apr 01 16:21:54 GMT 2025 , Edited by admin on Tue Apr 01 16:21:54 GMT 2025
PRIMARY
PUBCHEM
6450495
Created by admin on Tue Apr 01 16:21:54 GMT 2025 , Edited by admin on Tue Apr 01 16:21:54 GMT 2025
PRIMARY
EVMPD
SUB188208
Created by admin on Tue Apr 01 16:21:54 GMT 2025 , Edited by admin on Tue Apr 01 16:21:54 GMT 2025
PRIMARY
SMS_ID
100000174346
Created by admin on Tue Apr 01 16:21:54 GMT 2025 , Edited by admin on Tue Apr 01 16:21:54 GMT 2025
PRIMARY