209459-11-0 Usage
Description
7-Benzothiazolecarboxylic acid, 2-amino, methyl ester is an organic compound with the molecular formula C10H10N2O2S. It is a derivative of benzothiazole, a heterocyclic compound consisting of a benzene ring fused to a thiazole ring. The presence of an amino group at the 2nd position and a methyl ester group at the 7th position provides this molecule with unique chemical properties and reactivity, making it a versatile building block in the synthesis of various pharmaceutical compounds.
Uses
Used in Pharmaceutical Industry:
7-Benzothiazolecarboxylic acid, 2-amino, methyl ester is used as a reactant for the creation of spirocyclic hydantoin antagonists of LFA-1 (Lymphocyte Function-Associated Antigen-1). LFA-1 is a cell adhesion molecule involved in various immune responses, and its antagonists have potential applications in treating autoimmune diseases, inflammatory disorders, and transplant rejection.
The synthesis of spirocyclic hydantoin antagonists involves the use of 7-Benzothiazolecarboxylic acid, 2-amino, methyl ester as a key intermediate. The molecule's unique structure allows for the formation of spirocyclic hydantoins, which can modulate the activity of LFA-1 and potentially provide therapeutic benefits in the treatment of various diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 209459-11-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,9,4,5 and 9 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 209459-11:
(8*2)+(7*0)+(6*9)+(5*4)+(4*5)+(3*9)+(2*1)+(1*1)=140
140 % 10 = 0
So 209459-11-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H8N2O2S/c1-13-8(12)5-3-2-4-6-7(5)14-9(10)11-6/h2-4H,1H3,(H2,10,11)
209459-11-0Relevant articles and documents
Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles
Zhu, Yu-Shen,Shi, Linlin,Fu, Lianrong,Chen, Xiran,Zhu, Xinju,Hao, Xin-Qi,Song, Mao-Ping
supporting information, p. 1497 - 1500 (2021/09/09)
A facile and sustainable approach for the amination of benzothiazoles with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles in up to 96% yield. A series of control experiments were performed, suggesting a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazoles
TRANS-3-AZA-BICYCLO[3.1.0]HEXANE DERIVATIVES
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Page/Page column 46; 84, (2009/03/07)
The invention relates to novel trans-3-aza-bicyclo[3.1.0]hexane derivatives of formula (I), wherein A, B, n and R1 are as described in the description, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.