U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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=CN=CC=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

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
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
n = 20
Health Status: unhealthy
Condition: hyperlipoproteinemia
Age Group: 30 - 66 years
Sex: M+F
Population Size: 20
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Importance of free fatty acids as a determinant of myocardial oxygen consumption and myocardial ischemic injury during norepinephrine infusion in dogs.
1974 May
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
catena-Poly[[bis-[2-(2,3-dimethyl-anilino)benzoato-κO]cadmium(II)]-di-μ-3-pyridylmethanol-κN:O;κO:N].
2008 Feb 6
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
Oxidation of alcohols using a manganese (II) complex based on a pentakis benzimidazole amide ligand.
2009 Oct 1
Synthesis and Structural Characterization of a Metal Cluster and a Coordination Polymer Based on the [Mn(6)(mu(4)-O)(2)] Unit.
2010
The role of p53 in the cellular toxicity by active trans-platinum complexes containing isopropylamine and hydroxymethylpyridine.
2010 Jan
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
Copper (II) complexes of the anti-inflammatory drug naproxen and 3-pyridylmethanol as auxiliary ligand. Characterization, superoxide dismutase and catecholase--mimetic activities.
2010 Sep
Patents

Sample Use Guides

25 mg tablet 4 times a daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:21:25 GMT 2023
Edited
by admin
on Sat Dec 16 11:21:25 GMT 2023
Record UNII
EX8S2926D7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NICOTINYL MALEATE
WHO-DD  
Systematic Name English
Nicotinyl maleate [WHO-DD]
Common Name English
3-PYRIDINEMETHANOL, (2Z)-2-BUTENEDIOATE (1:1) (SALT)
Systematic Name English
Code System Code Type Description
FDA UNII
EX8S2926D7
Created by admin on Sat Dec 16 11:21:25 GMT 2023 , Edited by admin on Sat Dec 16 11:21:25 GMT 2023
PRIMARY
CAS
91456-88-1
Created by admin on Sat Dec 16 11:21:25 GMT 2023 , Edited by admin on Sat Dec 16 11:21:25 GMT 2023
PRIMARY
PUBCHEM
6450495
Created by admin on Sat Dec 16 11:21:25 GMT 2023 , Edited by admin on Sat Dec 16 11:21:25 GMT 2023
PRIMARY
EVMPD
SUB188208
Created by admin on Sat Dec 16 11:21:25 GMT 2023 , Edited by admin on Sat Dec 16 11:21:25 GMT 2023
PRIMARY
SMS_ID
100000174346
Created by admin on Sat Dec 16 11:21:25 GMT 2023 , Edited by admin on Sat Dec 16 11:21:25 GMT 2023
PRIMARY