116-43-8 Usage
Description
p-2-Thiazolylsulfamoylsuccinanilic acid, also known as Succinylsulfathiazole, is a sulfonamide antibiotic that has been demonstrated to inhibit bacteria responsible for folate production. It is a compound with potential applications in various fields, particularly in the study and treatment of folate deficiency and bacterial infections.
Uses
Used in Pharmaceutical Industry:
p-2-Thiazolylsulfamoylsuccinanilic acid is used as an antibacterial agent for inhibiting the growth of bacteria that are responsible for folate production. Its ability to block the synthesis of folic acid makes it a valuable tool in the development of treatments for bacterial infections.
Used in Folate Deficiency Studies:
In the field of medical research, p-2-Thiazolylsulfamoylsuccinanilic acid is used as a research tool to study folate deficiency. By blocking the synthesis of folic acid, it helps researchers understand the effects of folate deficiency on the human body and develop potential treatments for related health conditions.
Originator
Sulfasuxidine,MSD,US,1942
Manufacturing Process
3.92 g of succinic anhydride was added to a boiling suspension of 10 g of 2-
sulfanilamidothiazole in 100 cc of alcohol. The mixture was then refluxed for
five minutes after the addition was complete at which time all of the solids
were in solution. The solution was then cooled and diluted with an equal
volume of water. The white solid precipitate which formed was filtered and
recrystallized from dilute alcohol, yielding 2-N4-succinylsulfanilamidothiazole,
melting at 184°C to 186°C.
Therapeutic Function
Antibacterial (intestinal)
Check Digit Verification of cas no
The CAS Registry Mumber 116-43-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 116-43:
(5*1)+(4*1)+(3*6)+(2*4)+(1*3)=38
38 % 10 = 8
So 116-43-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H13N3O5S2/c17-11(5-6-12(18)19)15-9-1-3-10(4-2-9)23(20,21)16-13-14-7-8-22-13/h1-4,7-8H,5-6H2,(H,14,16)(H,15,17)(H,18,19)
116-43-8Relevant articles and documents
X-ray structural studies and physicochemical characterization of the 1- butanol, 1-pentanol, and 1,4-dioxane solvates of succinylsulfathiazole
Bourne,Caira,Nassimbeni,Shabalala
, p. 887 - 892 (1994)
The crystal structures and thermal decomposition of three solvated forms of the antibacterial drug succinylsulfathiazole (SST) have been studied. The solvates, with 1:1 host-guest stoichiometry, are SST-1-butanol (1) SST-1- pentanol (2), and SST-1,4-dioxane (3). Solvates 1 and 2 crystallize in the triclinic system, space group P1, with two formula units per cell, and are nearly isostructural. The OH groups of the guest molecules in both solvates engage in hydrogen bonding to the host SST and occupy cavities in the crystals. Solvate 3 is triclinic, space group P1, with two formula units per cell, but the two independent solvent molecules are located in crystallographically distinct channels. In one channel, solvent molecules are hydrogen bonded to the host while, in the other, they are held by van der Waals interactions only. The structural results are in accord with thermogravimetric and differential scanning calorimetric data which indicate one-step desolvation for 1 and 2 but two-step desolvation for 3. X-ray powder diffraction was used to attempt identification of the polymorphic forms of SST resulting from desolvation of 1-3. Desolvation of 1 and 3 appears to yield pure polymorphs of SST while 2 yields a mixture of polymorphs. The activation energies for the desolvation of the nearly isomorphous solvates 1 and 2 were found by dynamic thermogravimetry to be 155 and 149 kJ mol-1, respectively.
Synthesis and antiviral activity of N[p-(R-sulfamoyl)phenyl]succinamic acids and their salts with 2-amino-2-thiazoline
Burdulene,Stumbryavichyute,Talaikite,Vladyko,Boreko,Korobchenko
, p. 471 - 473 (2007/10/03)
-
