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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H26N2O4
Molecular Weight 382.4528
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOTOFISOPAM

SMILES

CC[C@H]1C2=CC(OC)=C(OC)C=C2C(=NN=C1C)C3=CC=C(OC)C(OC)=C3

InChI

InChIKey=RUJBDQSFYCKFAA-OAHLLOKOSA-N
InChI=1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3/t15-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.crystalsoftwaredesign.com/VelaPharm/images/ASENT4le.pdf http://www.crystalsoftwaredesign.com/VelaPharm/images/NAMS.pdf

Levotofisopam is the S-enantiomer of racemic tofisopam Monotherapy with levotofisopam led to clinically meaningful reduction of Serum Uric Acid (SUA) in patients with hyperuricemia and gout. Treatment was generally well tolerated with 23% of the patients experiencing gout flare. Increased fractional excretion of uric acid suggests that levotofisopam reduces SUA primarily through uricosuric activity. These results support further studies to investigate the potential role of levotofisopam for in the treatment of hyperuricemia in gout. Levotofisopam prescribed outside the United States for such stress-related disorders as anxiety, functional gastrointestinal disorders, and symptoms of menopause. Thought to affect autonomic tone via interaction with subcortical 2,3-benzodiazepine receptors, levotofisopam has shown promise in animal models of stress-related gastrointestinal dysfunction and menopause. We conducted a trial of levotofisopam in healthy human volunteers.Also was showed, that levotofisopam significantly reduced both objective and subjective measures of hot flash frequency in postmenopausal women within 7 days of treatment.

Approval Year

PubMed

PubMed

TitleDatePubMed
Emerging therapies for gout.
2014 May
Investigational drugs for hyperuricemia.
2015
Patents

Patents

Sample Use Guides

single dose: 50 mg, 100 mg, 200 mg, 300 mg, or 400 mg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
LEVOTOFISOPAM
INN   USAN  
INN   USAN  
Official Name English
LEVOTOFISOPAM [USAN]
Common Name English
levotofisopam [INN]
Common Name English
(S)-TOFISOPAM
Common Name English
(-)-(5S)-1-(3,4-DIMETHOXYPHENYL)-5-ETHYL-7,8-DIMETHOXY-4-METHYL-5H-2,3-BENZODIAZEPINE
Systematic Name English
5H-2,3-BENZODIAZEPINE, 1-(3,4-DIMETHOXYPHENYL)-5-ETHYL-7,8-DIMETHOXY-4-METHYL, (5S)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1012
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C76535
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107351
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
PUBCHEM
7048810
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
INN
8512
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
USAN
QQ-24
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
CAS
82059-51-6
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
FDA UNII
11ZYL7QK34
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY
SMS_ID
300000036876
Created by admin on Fri Dec 15 16:03:44 GMT 2023 , Edited by admin on Fri Dec 15 16:03:44 GMT 2023
PRIMARY