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Details

Stereochemistry RACEMIC
Molecular Formula C13H21N5O4.C6H5NO2
Molecular Weight 434.4463
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XANTHINOL NIACINATE

SMILES

OC(=O)C1=CN=CC=C1.CN(CCO)CC(O)CN2C=NC3=C2C(=O)N(C)C(=O)N3C

InChI

InChIKey=GEPMAHVDJHFBJI-UHFFFAOYSA-N
InChI=1S/C13H21N5O4.C6H5NO2/c1-15(4-5-19)6-9(20)7-18-8-14-11-10(18)12(21)17(3)13(22)16(11)2;8-6(9)5-2-1-3-7-4-5/h8-9,19-20H,4-7H2,1-3H3;1-4H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula C6H5NO2
Molecular Weight 123.1094
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C13H21N5O4
Molecular Weight 311.3369
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Xanthinol (xanthinol nicotinate) is a xanthine derivative, peripheral vasodilator agent. It exerts it`s pharmacological action by acting as a vasodilator and improves blood flow to brain, arteries, and to the periphery. It increases brain glucose metabolism and thus improves brain ATP levels. It stimulates memory and concentration elevates brain energy levels. Indications for Xanthinol Nicotinate: 1. Peripheral vascular sclerosis 2. Cerebral circulatory disorders 3. Arteriosclerosis 4. Endarteritis obliterans 5. Short term memory disorders 6. Mental flagging 7. Anti ageing memory support 8. Diabetic angiopathy 9. Diabetic gangrene 10. Hyperlipidaemia 11. Intermittent claudication Side Effects of Xanthinol Nicotinate: 1. Flushing 2. Feeling of warmth 3. Nausea 4. Heart burn 5. Vomiting 6. Itching of skin For 30 years, Xanthinol nicotinate has been on the market for the treatment of impaired brain function, i.e., organic brain syndromes of various etiologies. Controlled double-blind phase-III clinical trials have shown that xantinol nicotinate is also an effective drug in the treatment of dementia. Xanthinol nicotinate is also helpful in the management of leg ulcers associated with haemoglobinopathies. Xanthinol was approved as a drug in 1998 in Canada and nowadays its status is cancelled post marketing. The positively charged xanthinol ion is thought to help the transportation of the nicotinic acid into the cell since the later cannot freely diffuse through the cell membrane. The mechanism of action is thought to be related to present influence in the cell metabolism through the nucleotides NAD and NADP. Also, the nicotinic acid is a coenzyme for a lot of proteins involved in tissue respiration (Embden-Meyerhof and citrate cycle). The effect of xanthinol nicotinate causes an increase in glucose metabolism and energy gain.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Complamin

Approved Use

Xanthinol Nicotinate (Complamin) is a vasodilator used for the treatment of Peripheral vascular disease, Cerebrovascular disorders and other conditions.
Primary
Complamin

Approved Use

Xanthinol Nicotinate (Complamin) is a vasodilator used for the treatment of Peripheral vascular disease, Cerebrovascular disorders and other conditions.

Launch Date

7.2567357E11
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

Typical Dosage for Xanthinol Nicotinate Oral: 300mg 8th hourly. Increases the dosage up to 600mg 8th hourly if required. Maximum dose: 1800mg/day. I.V. or I.M.: 300mg. Maximum dose: 900mg.
Route of Administration: Other
HUASMCs were treated with different concentrations of Xanthinol (xanthinol nicotinate) (0, 2.76, 27.6 or 276 uM), and a 3-(4,5-dimethylthiazol-2yl)-2, 5-diphenyltetrazolium bromide (MTT) assay was used to detect the inhibition of HUASMC proliferation.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:00:11 UTC 2023
Edited
by admin
on Fri Dec 15 19:00:11 UTC 2023
Record UNII
8G60H12X2D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XANTHINOL NIACINATE
MI   USAN  
USAN  
Official Name English
xantinol nicotinate [INN]
Common Name English
XANTHINOL NIACINATE [MI]
Common Name English
COMPLAMIN
Brand Name English
XANTHINOL NIACINATE [USAN]
Common Name English
7-{2-Hydroxy-3-[(2-hydroxyethyl)methylamino]propyl}theophylline, compound with nicotinic acid (1:1)
Systematic Name English
Xantinol nicotinate [WHO-DD]
Common Name English
XANTINOL NICOTINATE
INN   MART.   WHO-DD  
INN  
Official Name English
(±)-7-(2-HYDROXY-3-((2-HYDROXYETHYL)METHYLAMINO)PROPYL)THEOPHYLLINE, COMPOUND WITH NICOTINIC ACID (1:1)
Systematic Name English
XANTINOL NICOTINATE [MART.]
Common Name English
3-PYRIDINECARBOXYLIC ACID COMPD. WITH 3,7-DIHYDRO-7-(2-HYDROXY-3-((2-HYDROXYETHYL)METHYLAMINO)PROPYL)-1,3-DIMETHYL-1H-PURINE-2,6-DIONE (1:1)
Systematic Name English
NSC-113217
Code English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
WHO-VATC QC04AD02
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
DSLD 3116 (Number of products:10)
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
WHO-ATC C04AD02
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
Code System Code Type Description
NSC
113217
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
PUBCHEM
9912
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID0023743
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
NCI_THESAURUS
C152928
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
FDA UNII
8G60H12X2D
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
INN
1492
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-115-7
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
DRUG BANK
DBSALT001141
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
RXCUI
11358
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m11528
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY Merck Index
EVMPD
SUB00097MIG
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
WIKIPEDIA
XANTINOL NICOTINATE
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
SMS_ID
100000092586
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
CAS
437-74-1
Created by admin on Fri Dec 15 19:00:11 UTC 2023 , Edited by admin on Fri Dec 15 19:00:11 UTC 2023
PRIMARY
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ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY
ACTIVE MOIETY