34283-30-2

Basic information

• Product Name: amtizol
• Synonyms: amtizol;1,2,4-Thiadiazole-3,5-diamine;Amtizole;(3-amino-1,2,4-thiadiazol-5-yl)amine;1,2,4-Thiadiazole, 3,5-diamino-
• CAS NO: 34283-30-2
• Molecular Formula: C₂H₄N₄S
• Molecular Weight: 116.14
• Mol File: 34283-30-2.mol

Chemical Properties

• Melting Point: 236-238 °C
• Boiling Point: 349.2°C at 760 mmHg
• Flash Point: 165°C
• Appearance: /
• Density: 1.661g/cm³
• Vapor Pressure: 4.79E-05mmHg at 25°C
• Refractive Index: 1.778
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.26±0.11(Predicted)
• CAS DataBase Reference: amtizol(CAS DataBase Reference)
• NIST Chemistry Reference: amtizol(34283-30-2)
• EPA Substance Registry System: amtizol(34283-30-2)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 34283-30-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Amtizol is used as an antithyroid agent for treating hyperthyroidism. It helps to manage the symptoms of hyperthyroidism and improve overall thyroid function by inhibiting the production of thyroid hormones, specifically thyroxine (T4) and triiodothyronine (T3). It is often prescribed in combination with other medications and therapies to effectively control the condition. Amtizol is available in tablet form for oral administration and is typically taken multiple times a day as directed by a healthcare professional. However, it may cause side effects such as skin rash, itching, and liver dysfunction, and should be used with caution in individuals with certain medical conditions or taking other medications.

InChI:InChI=1/C2H4N4S/c3-1-5-2(4)7-6-1/h(H4,3,4,5,6)

Upstream product

• 2114-02-5 amidinothiocarbamide 
• 52867-19-3 diphenyl-N-(p-toluenesulfonyl)selenimide 
• 17356-08-0 thiourea 
• 2114-02-5 guanylthiourea 

Relevant articles and documents

Oxyhalogen - Sulfur Chemistry: Kinetics and Mechanism of Oxidation of Amidinothiourea by Acidified Iodate

The oxidation of guanylthiourea, GTU, by mildly acidic iodate and molecular iodine has been studied Its reaction with iodate shows an oligooscillatory formation and consumption of iodine in batch conditions. The major oxidation product is a ring-cyclized product of guanylthiourea, 3,5-diamino-1,2,4-thiadiazole (GTUC), in which the thioureado moiety is oxidized to the unstable sulfenic acid that instantly attacks the distal amino group, eliminating water and forming the five-membered thiadiazole group. In excess GTU conditions, the stoichiometry of the reaction was 1:3 without any further oxidation past a 2-electron transfer, IO3- + 3H2NC(=NH)NH(C=S)NH2 → I- + 3GTU-C + 3H2O, whereas in excess iodate conditions the stoichiometry is 2IO3- + 5H2NC(=NH)NH(C=S)NH2 + 2H- → 5GTU-C + I2(aq) + 6H2O. In high acid environments the reaction shows two peaks in iodine concentrations in batch conditions, and at lower acid concentrations one observes an induction period followed by a monotonic formation of iodine according to the Dushman reaction. The overall reaction is heavily catalyzed by iodide. The direct reaction of iodine and GTU is fast, with a bimolecular rate constant of (1.10 ± 0.20) × 104 M-1 s-1. This reaction is autoinhibitory with the product, iodide, inhibiting the reaction by forming the relatively inert I3- species. Acid also inhibits the oxidation of GTU by iodine by protonating the thiol group, thereby reducing its nucleophilicity. A simple mechanistic scheme comprising 9 elementary and composite reactions was found to be adequate in explaining the full reaction scheme.

Products of the oxidation of 1-(di-amino-methyl-ene)thio-urea with hydrogen peroxide

Two oxidation products of 1-(diamino-methyl-ene)thio-urea (HATU) are reported, obtained from reactions with hydrogen peroxide at two different concentrations; these are 3,5-diamino-1,2,4-thia-diazole, C2H4N4S, (I), related to HATU by intra-molecular N - S bond formation, and 1-(diamino-methyl-ene) uronium hydrogen sulfate, C2H7N4O+·HSO4 -, (II). In (I), mol-ecular hydrogen-bonded chains could be distinguished, further organized in a herring-bone-like pattern. The structure of (II) is stabilized by an extensive network of N - H...O and O - H...O hydrogen bonds, where hydrogen-bonded anion chains and characteristic cation-anion motifs are present. The compounds are of importance not only with respect to crystal engineering, but also in the design of new synthetic routes to HATU transition metal complexes.

Synthesis and properties of diaminothiadiazoles

Refined synthetic procedure for preparation of 3,5-diamino-1,2,4- thiadiazole and 2,5-diamino-1,3,4-thiadiazole based on the reaction of dithiourea or amidinothiourea with hydrogen peroxide is developed. The optimal reagents ratio was found, and monitoring methods were developed. It resulted in the increase of the target product yield and in a shorter reaction time. On the basis of 2,5-diamino-1,3,4-thiadiazole the alkylsubstituted 1,3,4- diaminothiadiazolidines were synthesized. The compounds prepared were characterized by the elemental analysis data, the IR, 1H NMR, and electronic spectra, and also by mass spectrometry.

A facile synthesis of novel nitrogen-sulphur heterocycles containing the amidino moiety and their antimicrobial activity - Part I

The interaction of amidinothiocarbamide 1 and 4-bromo-1,3-substituted-pyrazol-5-ones 1 afford 2-guanidino-4, 6-substituted-pyrazolo [5,4-d]thiazoles 5 on reaction with aldehydes yield the corresponding schiff's bases bases 6. An alternate unambiguous one

SYNTHESIS, STRUCTURE, AND PROPERTIES OF COMPOUNDS WITH A CHALCOGEN-NITROGEN BOND. XI. REACTION OF SELENIMIDES WITH THIOLS AND THIOAMIDES

The oxidizing power of chalcogen imides in reactions with thiols and thioamides increases in the order S +-N- bond during the substitution of the phenyl radicals attached to the selenium atom by the electron-donating benzyl groups.

Bis(p-methoxyphenyl) Selenoxide as a Mild and Selective Oxidizing Agent

The title compound oxidized thiolsto disulfides, sulfides to sulfoxides, hydroquinone or catechol to benzoquinones, and phosphine to phosphine oxide in high yields under very mild conditions.In addition, it functioned as a useful reagent for the syntheses of 1,2,4-thiadiazole derivatives from thioureas or thioamides.