Thiamazol

Bezeichnung:Thiamazol

CAS-Nr60-56-0

Englisch Name:Methimazole

CBNumberCB9220870

SummenformelC4H6N2S

Molgewicht114.17

MOL-Datei60-56-0.mol

Synonyma

Thiamazol

Thiamazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	144-147 °C (lit.)
Siedepunkt	280 °C
Dichte	1.176 (estimate)
Brechungsindex	1.5000 (estimate)
Flammpunkt	280°C
storage temp.	2-8°C
Löslichkeit	200g/l
Aggregatzustand	Crystalline Powder
pka	12.37±0.50(Predicted)
Farbe	White to slightly cream or pale buff
Wasserlöslichkeit	soluble
Merck	14,5971
BRN	108646
CAS Datenbank	60-56-0(CAS DataBase Reference)
NIST chemische Informationen	Methimazole(60-56-0)
IARC	3 (Vol. 79) 2001
EPA chemische Informationen	Methimazole (60-56-0)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	43-62-63-22
S-Sätze:	26-27-36-45-36/37
WGK Germany	3
RTECS-Nr.	NI8615000
TSCA	Yes
HS Code	29332990
Giftige Stoffe Daten	60-56-0(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Methimazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R43:Sensibilisierung durch Hautkontakt möglich.
R62:Kann möglicherweise die Fortpflanzungsfähigkeit beeinträchtigen.
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
White Solid
Originator
Favistan ,Asta
Verwenden
Methimazole also directly disrupts thyroxine and triiodothyronin sysnthesis in the thyroid gland, and it is used for the same indications as propylthiouracil and methylthiouracil to treat hyperfunctioning thyroid glands in patients with Basedow’s disease.
Verwenden
2-Mercapto-1-methylimidazole was employed as hydrophobic charge-induction chromatography ligand for antibody purification. It was also used in preparation of nitrile functionalized methimazole-based room temperature ionic liquids.
Verwenden
Methimazole is a thiourea antithyroid agent that prevents iodine organification, thus inhibiting the synthesis of thyroxine. Antihyperthyroid
Definition
ChEBI: Methimazole is a member of the class of imidazoles that it imidazole-2-thione in which a methyl group replaces the hydrogen which is attached to a nitrogen. It has a role as an antithyroid drug.
Manufacturing Process
2 Methods of preparation of thiamazole:
1. To 2,2-diethoxyethylamine methylisothiocyanate was added and mixed after then 1-(2,2-diethoxy-ethyl)-3-methylthiourea was obtained.
The reaction of the 1-(2,2-diethoxyethyl)-3-methylthiourea with sulfuric acid yield thiamazole.
2. 1,1-Diethoxyethane was treated by bromine in the presence CaCO3 and 2- bromo-1,1-diethoxyethane was obtained.
Then to the 2-bromo-1,1-diethoxyethane methylamine was added, mixed and reaction mixture was heated to 120°-130°C in autoclave. As the result (2,2- diethoxyethyl)methylamine was obtained.
(2,2-Diethoxyethyl)methylamine reacted with potassium thiocyanate in the presence of hydrochloric acid and give the thiamazole, yellow crystallic precipitate, melting point 144°-147°C.
Trademarks
Tapazole (Jones); Tapazole (King) .
Therapeutic Function
Thyroid inhibitor
Allgemeine Beschreibung
Methimazole, 1-methylimidazole-2-thiol (Tapazole), occurs as a white to off-white, crystallinepowder with a characteristic odor and is freely soluble inwater. A 2% aqueous solution has a pH of 6.7 to 6.9. It shouldbe packaged in well-closed, light-resistant containers.
Biochem/physiol Actions
Methimazole is a thiourea antithyroid agent that prevents iodine organification, thus inhibiting the synthesis of thyroxine.
Clinical Use
Methimazole is indicated in the treatment of hyperthyroidism.It is more potent than propylthiouracil. The side effectsare similar to those of propylthiouracil. As with otherantithyroid drugs, patients using this drug should be undermedical supervision. Also, like the other antithyroid drugs,methimazole is most effective if the total daily dose is subdividedand given at 8-hour intervals.
Sicherheitsprofil
Poison by subcutaneous route. Moderately toxic by ingestion and intraperitoneal routes. Human teratogenic effects. An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Human mutation data reported. An antithyroid drug. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also MERCAPTANS.
Synthese
Methimazole, 1-methyl-2-imidazolthiol (25.2.5), is synthesized by reacting aminoacetic aldehyde diethylacetal with methylisothiocyanate and subsequent hydrolysis of the acetal group of the resulting disubstituted urea derivative 25.2.4 by a solution of sulfuric acid, during which a simultaneous cyclization reaction takes place, forming the imidazole ring of the desired methimazole .
Veterinary Drugs and Treatments
Methimazole is considered by most clinicians to be the agent of choice when using drugs to treat feline hyperthyroidism. Propylthiouracil has significantly higher incidences of adverse reactions when compared to methimazole and is rarely used today. Transdermal methimazole (in PLO gel; 2.5 mg twice daily) has been used with some therapeutic success in cats that do not tolerate oral dosing. Efficacy may require four or more weeks to detect. Studies are ongoing.
Methimazole appears to be useful for the prophylactic prevention of cisplatin induced nephrotoxicity in dogs.
läuterung methode
Crystallise it from EtOH. UV: at 251nm (H2O), 260nm (EtOH) and 267nm (CHCl3). [Lawson max & Morley J Chem Soc 1103 1956, Beilstein 24 H 17, 24 III/IV 61.]

Methimazole Upstream-Materialien And Downstream Produkte

Thiamazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

60-56-0, Methimazole Verwandte Suche:

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