2150-55-2 Usage
Description
2-AMINO-4-THIAZOLINIC ACID, also known as 4,5-dihydro-1,3-thiazole, is an organic compound characterized by its white powder appearance and pale beige solid chemical properties. It is defined as a 1,3-thiazole that is substituted at positions 2 and 4 by an amino and a carboxy group, respectively. This unique structure endows it with various applications across different industries.
Uses
Used in Pharmaceutical Industry:
2-AMINO-4-THIAZOLINIC ACID is used as an intermediate in the manufacturing of L-tryptophan, an essential amino acid that plays a crucial role in various physiological processes, including the production of serotonin and melatonin. Its presence in the pharmaceutical industry is vital for the synthesis of medications targeting conditions such as depression, insomnia, and other mood disorders.
Used in Chemical Synthesis:
2-AMINO-4-THIAZOLINIC ACID serves as a key building block in the synthesis of various chemical compounds, particularly those involving the 1,3-thiazole ring system. Its unique structure allows for the development of novel molecules with potential applications in various fields, such as agrochemicals, dyes, and materials science.
Used in Research and Development:
Due to its versatile chemical properties, 2-AMINO-4-THIAZOLINIC ACID is utilized in research and development for the exploration of new chemical reactions, synthesis methods, and potential applications. Its ability to form various derivatives and complexes makes it an invaluable tool for scientists and researchers in the field of organic chemistry.
Synthesis Reference(s)
Synthetic Communications, 33, p. 1109, 2003 DOI: 10.1081/SCC-120017133
Air & Water Reactions
Slightly soluble in water.
Reactivity Profile
An organosulfide and amine derivative, carboxylic acid. Look at Reactive Groups 20 (organosulfides), 7 (amines), and 3 (carboxylic acids) may give indications about reactive tendencies.
Fire Hazard
Flash point data for 2-AMINO-4-THIAZOLINIC ACID are not available. 2-AMINO-4-THIAZOLINIC ACID is probably combustible.
Check Digit Verification of cas no
The CAS Registry Mumber 2150-55-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,5 and 0 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2150-55:
(6*2)+(5*1)+(4*5)+(3*0)+(2*5)+(1*5)=52
52 % 10 = 2
So 2150-55-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H6N2O2S/c5-4-6-2(1-9-4)3(7)8/h2H,1H2,(H2,5,6)(H,7,8)
2150-55-2Relevant articles and documents
Synthesis method of DL-cysteine
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Paragraph 0020-0022, (2021/02/13)
The invention discloses a synthetic method of DLcysteine. The method comprises the following steps: by using acrylonitrile as a raw material, chlorinating to generate 2, 3dichloropropionitrile, hydrolyzing to generate corresponding acid, reacting the acid with thiourea to cyclize to generate 2-aminothiazoline-4-carboxylic acid, adding alkali sulfide to generate 2-mercaptothiazoline-4-carboxylic acid, and hydrolyzing to generate cysteine. The synthesis method provided by the invention has the advantages of short synthesis steps, mild preparation conditions, sufficient and cheap raw material sources and higher product yield.
Oxidative Scission of the Disulfide Bond of Cystine and Polypeptides by the Action of Allyl Isothiocyanate
Kawakishi, Shunro,Goto, Tamami,Namiki, Mitsuo
, p. 2071 - 2076 (2007/10/02)
The interaction of allyl isothiocyanate (1) with L-cystine and polypeptides under mild conditions was studied in detail.The reaction mixtures composed of isothiocyanate and cystine were incubated at 40, 60 and 80 deg C, in which cystine completely decomposed after 120, 6 and 2 hr, respectively.Degradation products were isolated and identified as 2-allylamino-2-thiazoline-4-carboxylic acid (2), 2-amino-2-thiazoline-4-carboxylic acid (3) and 3(3H)-allyl-5,6-dihydro-5-amino-2(2H)-thioxo-1,3-thiazin-4-one (4).These products were formed through an oxidative acission of the disulfide bond in cystine by the electrophilic attack of allyl isothiocyanate; the products 2 and 4 seemed to be derived through alanyl N-allyldithiocarbamate and the product 3 through β-thiocyanoalanine.In addition, it was confirmed that a part of the disulfide bond in oxidized glutathione and insulin was also cleaved by isothiocyanate.
