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Review
. 2022 Jan 21:9:671212.
doi: 10.3389/fchem.2021.671212. eCollection 2021.

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

Tulika Anthwal  1 , Sumitra Nain  1
Affiliations
Review

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

Tulika Anthwal et al. Front Chem. .

Abstract

A wide range of biological activities is exhibited by 1,3,4-thiadiazole moiety such as antidiabetic, anticancer, anti-inflammatory, anticonvulsant, antiviral, antihypertensive, and antimicrobial. To date, drugs such as butazolamide, and acetazolamide. Several modifications have been done in the 1,3,4-thiadiazole moiety which showed good potency as anticonvulsant agents which are highly effective and have less toxicity. After in-depth literature survey in this review, we have compiled various derivatives of 1,3,4-thiadiazole scaffold as anticonvulsant agents.

Keywords: 1,3,4 thiadiazole; anti-convulsant; anti-hypertensive; pharmacophoric pattern; structural activity relationship.

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Conflict of interest statement

The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

Figures

FIGURE 1
FIGURE 1
(A) Structure of 1,3,4-thiadiazole. (B) Mesoionic salts.
FIGURE 2
FIGURE 2
Tautomeric behavior of 1,3,4-thiadiazole.
FIGURE 3
FIGURE 3
(A) Butezolamide. (B) Acetazolamide.
FIGURE 4
FIGURE 4
Systematic scheme for synthesizing the 5-amino-1,3,4-thiadiazole derivative.
FIGURE 5
FIGURE 5
Systematic scheme for synthesizing 2,5-disubstituted 1,3,4-thiadiazoles derivatives.
FIGURE 6
FIGURE 6
Systematic scheme for synthesizing the valproic acid analog.
FIGURE 7
FIGURE 7
Systematic scheme for synthesizing derivatives of (E)-3-(5-(substituted amino methyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one.
FIGURE 8
FIGURE 8
Systematic scheme for synthesizing 1,2,4-triazole-1,3,4-thiadiazole derivatives.
FIGURE 9
FIGURE 9
Systematic scheme for synthesizing 5-amino-2-sulfonamide thiadiazole salts.
FIGURE 10
FIGURE 10
Synthetic pathway for designing 2-oxo-1-pyrrolidinyl imidazothiadiazole derivatives.
FIGURE 11
FIGURE 11
Synthetic pathway for designing thiosemicarbnyl/hydrazide derivatives of 1,3,4-thiadiazole.
FIGURE 12
FIGURE 12
Synthetic pathway for designing amide 1,3,4-thiadiazole derivatives.
FIGURE 13
FIGURE 13
Systematic scheme for synthesizing compounds by substituting 1,3,4-thiadiazole with Phenyl hydrazides and Benzoic acid.
FIGURE 14
FIGURE 14
Systematic scheme for synthesizing 5-amino-1,3,4-thiadiazole derivatives.
FIGURE 15
FIGURE 15
Systematic scheme for synthesizing substituted 1,3,4-thiadiazole pyrazines derivatives.
FIGURE 16
FIGURE 16
Synthetic pathway for designing phenyl-1,3,4-thiadiazol-2-amine derivatives.
FIGURE 17
FIGURE 17
Systematic scheme for synthesizing 1,3,4-thiadiazol-acid-amide derivatives.
FIGURE 18
FIGURE 18
Systematic scheme for synthesizing 1,3,4-thiadiazole quinazoline analogs.
FIGURE 19
FIGURE 19
Synthetic pathway for designing phenyl-1,3,4-thiadiazol-2-amine derivatives.
FIGURE 20
FIGURE 20
Systematic scheme for synthesizing aryl-substituted 1,3,4-thiadiazole analog.
FIGURE 21
FIGURE 21
Systematic scheme for synthesizing amino 1,3,4-thiadiazole analogs.
FIGURE 22
FIGURE 22
Systematic scheme for synthesizing carboxamide 1,3,4-thiadiazole derivatives.
FIGURE 23
FIGURE 23
Synthetic pathway for designing 1,3,4-thiadiazoles derivatives.
FIGURE 24
FIGURE 24
Systematic scheme for synthesizing thiadiazolylazetidinonyl carbazole derivatives.
FIGURE 25
FIGURE 25
Systematic scheme for synthesizing 5-cylohexylamino-1,3,4-thiadiazole derivatives.
FIGURE 26
FIGURE 26
Synthetic pathway for designing 1,3,4 thiadiazole derivatives.
FIGURE 27
FIGURE 27
Systematic scheme for synthesizing amine-1,3,4-thiadiazole analog.
FIGURE 28
FIGURE 28
Synthetic pathway for synthesizing new phenyl isothiocyanate 1,3,4-thiadiazole derivatives.
FIGURE 29
FIGURE 29
Systematic scheme for synthesizing targeted aryl-substituted 1,3,4-thiadiazole derivatives.
FIGURE 30
FIGURE 30
Synthetic pathway for synthesizing new 1,3,4-thiadiazole-2-sulfonamide derivatives.
FIGURE 31
FIGURE 31
Synthetic pathway for synthesizing new 5-aryl-1,3,4-thiadiazole derivatives.
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References

    1. Aliyu A., Idris A. Y., Musa A. M., Hamza A. N., Ahmadu J. O., Shehu A., et al. (2021). Design, Synthesis, and In-Vivo Anticonvulsant Evaluation of 5-[(E)-(3, 4, 5-trimethoxybenzylidene) Amino]-1, 3, 4-Thiadiazole-2-Thiol. IJSGS 7 (20), 120–127.
    1. Almasirad A., Vousooghi N., Tabatabai S. A., Kebriaeezadeh A., Shafiee A. (2007). Synthesis, Anticonvulsant, and Muscle Relaxant Activities of Substituted 1, 3, 4-oxadiazole, 1, 3, 4-thiadiazole, and 1, 2, 4-triazole. Acta Chim. Slow 54 (2), 317–324.
    1. Belanger C., P. (1979). 2-(4-substituted-1,2,5-thiadiazole-3-yloxy)-acetaldehydes. U.S. Patent No 4,145,550. Washington, DC: U.S. Patent and Trademark Office.
    1. Bhandari S. V., Deshmane B. J., Dangare S. C., Gore S. T., Raparti V. T., Khachane C. V., et al. (2008). Anticonvulsant Activities of Some Novel 3-[5-substituted, 3, 4-Thiadiazole-Yl]-2-Styryl Quinazoline-4 (3h)-Ones. Pharmacologyonline 2, 604–613.
    1. Bhattacharya S., Kashaw V. (2019). Design, Synthesis, and Anticonvulsant Potential of (E)-3-(5-(substituted Aminomethyl)-1, 3, 4-Thiadiazol-2-Yl)-2-Substituted Styrylquinazolin-4-(3h)-One. J. Drug Deliv. Ther. 9 (2), 591–602.