A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure R1−C(=S)−NR2R3, where R1, R2 and R3 are any groups (typically organyl groups or hydrogen). Analogous to amides, thioamides exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier.[1]
^Wiberg, Kenneth B.; Rablen, Paul R. (1995). "Why Does Thioformamide Have a Larger Rotational Barrier Than Formamide?". J. Am. Chem. Soc.117 (8): 2201–2209. doi:10.1021/ja00113a009.
A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure R1−C(=S)−NR2R3, where R1, R2 and R3...
stimulated by TSH, which upregulates gene expression. TPO is inhibited by the thioamide drugs, such as propylthiouracil and methimazole. In laboratory rats with...
called 2-imidazolidinethione and mercaptobenzothiazole, which is also a thioamide. It is prepared from o-phenylenediamine. Form, G. R.; Raper, E. S.; Downie...
the synthesis of organic and inorganic compounds. It is a prototypical thioamide. Thioacetamide is known to induce acute or chronic liver disease (fibrosis...
leprosy. Wang F, Langley R, Gulten G, et al. (January 2007). "Mechanism of thioamide drug action against tuberculosis and leprosy". J. Exp. Med. 204 (1): 73–8...
flavorings and fragrances which aim to mimic those odors. List of esters Amide Thioamide Carboximidate Carbamate Xanthate Amidine Cyanate Thiocyanate Selenocyanate...
an organosulfur compound that is used antithyroid preparation. It is a thioamide, closely related to propylthiouracil. Methylthiouracil is not used clinically...
Sulazepam is a benzodiazepine derivative. It is the thioamide derivative of diazepam. It is metabolised into diazepam, desmethyldiazepam and oxydiazepam[citation...
including: an intravenous beta blockers such as propranolol, followed by a thioamide such as methimazole, an iodinated radiocontrast agent or an iodine solution...
Benzylthiouracil (BTU) is an antithyroid preparation. It is a thioamide, closely related to propylthiouracil. Benzylthiouracil has been associated with...
an oxazolidin-2-one, formed via the 2-thione and without formation of thioamide" (PDF). Phytochemistry. 153: 79–93. doi:10.1016/j.phytochem.2018.05.006...
unclear.[citation needed] Conversion of the amide in trimetozine to the thioamide gives Tritiozine. Swiss Pharmaceutical Society (2000). Index Nominum 2000:...
with the amino acid tyrosine. The most common drugs in this class are thioamides, which include propylthiouracil, methimazole and its prodrug carbimazole...
thionoester with an alcohol under base-catalyzed conditions. Xanthates and thioamides can be transformed to thionoesters under metal-catalyzed cross-coupling...
version. Hyperthyroidism caused by Graves' disease may be treated with the thioamide drugs propylthiouracil, carbimazole or methimazole, or rarely with Lugol's...
of steric protection ("thioformaldehyde" exists as a cyclic trimer). Thioamides, with the formula R1C(=S)N(R2)R3 are more common. They are typically prepared...
pregnancy is not recommended as safety is unclear. Ethionamide is in the thioamides family of medications. It is believed to work by interfering with the...
[C2H4(SC(NH2)2)2]Br2 + 2 KOH → C2H4(SH)2 + 2 OC(NH2)2 + 2 KBr Like other thioamides, thiourea can serve as a source of sulfide upon reaction with metal ions...
elemental sulfur and an amine like morpholine. The initial product is a thioamide for example that of acetophenone which can again be hydrolyzed to the...
imides are converted to the corresponding thiocarbonyls. Amides give thioamides. With 1,4-diketones the reagent forms thiophenes. It is also used to deoxygenate...
that excessive stores of TH accumulate, slowing the onset of action of thioamides (TH synthesis blockers). In addition, the functionality of iodides fades...
Hantzsch thiazole synthesis, which is a reaction between haloketones and thioamides. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and...
Quazepam, sold under brand name Doral among others, is a relatively long-acting benzodiazepine derivative drug developed by the Schering Corporation in...
structures. As an electrophile, it can react with other nucleophiles to form thioamide types of structures, some of which can undergo subsequent reactions to...
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