MedKoo Cat#: 318882 | Name: Tofisopam
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tofisopam is an anxiolytic that is marketed in several European countries. Chemically, it is a 2,3-benzodiazepine. Unlike other anxiolytic benzodiazepines (which are generally 1,4- or 1,5-substituted) however, tofisopam does not have anticonvulsant, sedative, skeletal muscle relaxant, motor skill-impairing or amnestic properties. While it may not be an anticonvulsant in and of itself, it has been shown to enhance the anticonvulsant action of classical 1,4-benzodiazepines such as diazepam (but not sodium valproate, carbamazepine, phenobarbital, or phenytoin). Tofisopam is indicated for the treatment of anxiety and alcohol withdrawal.

Chemical Structure

Tofisopam
CAS#22345-47-7

Theoretical Analysis

MedKoo Cat#: 318882

Name: Tofisopam

CAS#: 22345-47-7

Chemical Formula: C22H26N2O4

Exact Mass: 382.1893

Molecular Weight: 382.45

Elemental Analysis: C, 69.09; H, 6.85; N, 7.32; O, 16.73

Price and Availability

Size Price Availability Quantity
50mg USD 450.00
250mg USD 800.00
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Related CAS #
No Data
Synonym
Tofisopam, Emandaxin, Grandaxin, Sériel, EGYT-341
IUPAC/Chemical Name
1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine
InChi Key
RUJBDQSFYCKFAA-UHFFFAOYSA-N
InChi Code
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
SMILES Code
CC1=NN=C(C2=CC=C(OC)C(OC)=C2)C3=CC(OC)=C(OC)C=C3C1CC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 382.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PMID: 38276013; PMCID: PMC10820453. 4: Pálovics E, Madarász J, Pokol G, Fogassy E, Bánhegyi DF. Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures-A Protocol Suggestion. Int J Mol Sci. 2023 Jan 3;24(1):846. doi: 10.3390/ijms24010846. PMID: 36614286; PMCID: PMC9821573. 5: Matsuda K, Watanabe K, Miyagawa Y, Maruyama K, Konno N, Nakamachi T. Distribution of neuromedin U (NMU)-like immunoreactivity in the goldfish brain, and effect of intracerebroventricular administration of NMU on emotional behavior in goldfish. Peptides. 2022 Oct;156:170846. doi: 10.1016/j.peptides.2022.170846. Epub 2022 Jul 26. PMID: 35905944. 6: Turan Yücel N, Evren AE, Kandemir Ü, Can ÖD. Antidepressant-like effect of tofisopam in mice: A behavioural, molecular docking and MD simulation study. J Psychopharmacol. 2022 Jul;36(7):819-835. doi: 10.1177/02698811221095528. Epub 2022 May 30. PMID: 35638175. 7: Pattnaik JI, Deepthi R A, Dua S, Padhan P, Ravan JR. Role of Tofisopam in Post COVID Neuro-psychiatric Sequelae: A Case Series. Indian J Psychol Med. 2021 Mar;43(2):174-176. doi: 10.1177/0253717621994285. Epub 2021 Feb 26. PMID: 34376896; PMCID: PMC8313453. 8: Watanabe K, Konno N, Nakamachi T, Matsuda K. Intracerebroventricular administration of α-melanocyte-stimulating hormone (α-MSH) enhances thigmotaxis and induces anxiety-like behavior in the goldfish Carassius auratus. Peptides. 2021 Nov;145:170623. doi: 10.1016/j.peptides.2021.170623. Epub 2021 Aug 8. PMID: 34375685. 9: Erdmann J, Moosmann B. Cross reactivity of the CEDIA and HEIA benzodiazepine kits for 29 designer benzodiazepines and tofisopam. Drug Test Anal. 2021 Sep;13(9):1686-1688. doi: 10.1002/dta.3111. Epub 2021 Jun 24. PMID: 34139790. 10: Kagota S, Morikawa K, Ishida H, Chimoto J, Maruyama-Fumoto K, Yamada S, Shinozuka K. Vasorelaxant effects of benzodiazepines, non-benzodiazepine sedative-hypnotics, and tandospirone on isolated rat arteries. Eur J Pharmacol. 2021 Feb 5;892:173744. doi: 10.1016/j.ejphar.2020.173744. Epub 2020 Nov 19. PMID: 33220270. 11: Proshchai GA, Zagarskikh EY, Partsernyak SA, Partsernyak AS. [Benefits of androgen replacement therapy and audio-visual correction inclusion in the prevention of premature aging.]. Adv Gerontol. 2020;33(2):385-390. Russian. PMID: 32593257. 12: Matsuda K, Yoshida D, Sachuriga, Watanabe K, Yokobori E, Konno N, Nakamachi T. Effect of intracerebroventricular administration of two molecular forms of sulfated CCK octapeptide on anxiety-like behavior in the zebrafish danio rerio. Peptides. 2020 Aug;130:170330. doi: 10.1016/j.peptides.2020.170330. Epub 2020 May 20. PMID: 32445877. 13: Üçel Uİ, Can ÖD, Demir Özkay Ü, Ulupinar E. Antiamnesic effects of tofisopam against scopolamine-induced cognitive impairments in rats. Pharmacol Biochem Behav. 2020 Mar;190:172858. doi: 10.1016/j.pbb.2020.172858. Epub 2020 Jan 22. PMID: 31981560. 14: Masuda Y, Makita K, Ishida N, Murakami M. Synthesis of Tofisopam by Way of Photoinduced CO2 Fixation. Chem Asian J. 2019 Dec 2;14(23):4189-4192. doi: 10.1002/asia.201901431. Epub 2019 Nov 28. PMID: 31691479. 15: Obara K, Ao L, Shimada T, Horiguchi S, Ikarashi T, Ogawa T, Yoshioka K, Yamaki F, Matsuo K, Yoshio T, Tanaka Y. Pharmacological Characteristics of Anxiolytics on Acetylcholine-Induced Contractions in Rat Detrusor Smooth Muscle. Pharmacology. 2020;105(7-8):369-376. doi: 10.1159/000503885. Epub 2019 Oct 25. PMID: 31655826. 16: Skryabin VY, Vinnikova M, Nenastieva A, Alekseyuk V. Hallucinogen persisting perception disorder: A literature review and three case reports. J Addict Dis. 2018 Jul-Dec;37(3-4):268-278. doi: 10.1080/10550887.2019.1673655. Epub 2019 Oct 15. PMID: 31613183. 17: Levin OS, Chimagomedova AS, Arefieva AP. Trevozhnye rasstroĭstva v pozhilom vozraste [Anxiety in the elderly]. Zh Nevrol Psikhiatr Im S S Korsakova. 2019;119(6):113-118. Russian. doi: 10.17116/jnevro2019119061113. PMID: 31407691. 18: Foroughbakhshfasaei M, Szabó ZI, Mirzahosseini A, Horváth P, Tóth G. Enantiomeric quality control of R-Tofisopam by HPLC using polysaccharide-type chiral stationary phases in polar organic mode. Electrophoresis. 2018 Oct;39(20):2566-2574. doi: 10.1002/elps.201800220. Epub 2018 Aug 2. PMID: 29999177. 19: Tominaga K, Fujikawa Y, Tsumoto C, Kadouchi K, Tanaka F, Kamata N, Yamagami H, Tanigawa T, Watanabe T, Fujiwara Y, Arakawa T. Disorder of autonomic nervous system and its vulnerability to external stimulation in functional dyspepsia. J Clin Biochem Nutr. 2016 Mar;58(2):161-5. doi: 10.3164/jcbn.15-140. Epub 2016 Feb 17. PMID: 27013784; PMCID: PMC4788403. 20: Murthy VS, Mangot AG. Psychiatric aspects of phosphodiesterases: An overview. Indian J Pharmacol. 2015 Nov-Dec;47(6):594-9. doi: 10.4103/0253-7613.169593. PMID: 26729948; PMCID: PMC4689010.