Solubility Of Sulfonamides Research Articles

Thermodynamic phase behavior of API/polymer solid dispersions.

To improve the bioavailability of poorly soluble active pharmaceutical ingredients (APIs), these materials are often integrated into a polymer matrix that acts as a carrier. The resulting mixture is called a solid dispersion. In this work, the phase behaviors of solid dispersions were investigated as a function of the API as well as of the type and molecular weight of the carrier polymer. Specifically, the solubility of artemisinin and indomethacin was measured in different poly(ethylene glycol)s (PEG 400, PEG 6000, and PEG 35000). The measured solubility data and the solubility of sulfonamides in poly(vinylpyrrolidone) (PVP) K10 and PEG 35000 were modeled using the perturbed-chain statistical associating fluid theory (PC-SAFT). The results show that PC-SAFT predictions are in a good accordance with the experimental data, and PC-SAFT can be used to predict the whole phase diagram of an API/polymer solid dispersion as a function of the kind of API and polymer and of the polymer's molecular weight. This remarkably simplifies the screening process for suitable API/polymer combinations.

Interaction of sulfonamides with cyclic polyether 18-crown-6 in solution and in solid state.

The interaction of sulfonamides with 18-crown-6 (1, 4, 7, 10, 13, 16-hexaoxacyclooctadecane) was studied, observing the effect on the solubility of sulfonamides in organic solvents. In benzene solution, sulfamonomethoxine and sulfamethoxazole formed the respective crystalline complexes with 18-crown-6. The stability constant K for sulfamonomethoxine/18-crown-6 system was particularly large in comparison with the other systems. In chloroform solution, however, the solid complex was not obtained in any systems. K values in chloroform were smaller than those in benzene. Furthermore, when the complex formation of sulfamethomidine with 18-crown-6 was investigated in various dielectric constants of solvents, K value decreased with the increase in polarity of the solvent. These results indicated that the hydrogen bonding might be a primary force of the formation of these complexes. Additionally, the complex formation in solid phase was confirmed in sulfamonomethoxine/18-crown-6 and sulfamethoxazole/18-crown-6 systems by powder X-ray diffractometry and differential scanning calorimetry. From infra-red and nuclear magnetic resonance spectra, it was suggested that 4-amino group of sulfonamide might interact with the oxygen of ether ring of 18-crown-6.

AN EVALUATION OF SULFONAMIDE MIXTURES AND VARIOUS ADJUVANTS FOR CONTROL OF SULFONAMIDE CRYSTALLURIA

Excerpt Renal complications due to sulfonamide therapy continue to be among the most frequent and serious attending the use of these drugs.1, 2, 3Two main causes are established: (1) irritation due...

THE SOURCE OF SULFATHIAZOLE HEMATURIA INDUCED IN RABBITS.

Article1 June 1944THE SOURCE OF SULFATHIAZOLE HEMATURIA INDUCED IN RABBITS.GORDON I. TREVETT, M.D., S. S. BLACKMAN JR., M.D.GORDON I. TREVETT, M.D.Search for more papers by this author, S. S. BLACKMAN JR., M.D.Search for more papers by this authorAuthor, Article, and Disclosure Informationhttps://doi.org/10.7326/0003-4819-20-6-971 SectionsAboutPDF ToolsAdd to favoritesDownload CitationsTrack CitationsPermissions ShareFacebookTwitterLinkedInRedditEmail ExcerptIt is known that sulfonamide drug therapy may be complicated by the precipitation of crystals or the formation of concretions in the urinary tract. Considerable evidence has been presented indicating that these crystals may be responsible for the anuria, azotemia and hematuria encountered during sulfonamide therapy. The possibility that these drugs may induce hematuria through some toxic action on the glomeruli has not been excluded.It seemed advisable to determine the source of hematuria in experimental animals and to establish the relative frequency of these two potential sources. At autopsy glomerular bleeding would be indicated by the presence of red...Bibliography1. COOPERGROSSLEWIS FBPM: Chemotherapeutic evaluation of sulfanilamide derivatives of heterocyclic amines, Proc. Soc. Exper. Biol. and Med., 1939, xlii, 421. CrossrefGoogle Scholar2. RAKEVAN DYKECORWINMCKEEGREEP GHBWCCMRO: Pathological changes following prolonged administration of sulfathiazole and sulfapyridine, Jr. Bact., 1940, xxix, 45. Google Scholar3. RAKEVAN DYKECORWIN GHBWC: Pathological changes following prolonged administration of sulfathiazole and sulfapyridine, Am. Jr. Med. Sci., 1940, cc, 353. Google Scholar4. MARSHALLBRATTONWHITELITCHFIELD EKACHJJT: Sulfanilylguanidine: A chemotherapeutic agent for intestinal infections, Bull. Johns Hopkins Hosp., 1940, lxvii, 163. Google Scholar5. CLIMENKOWRIGHT DRAW: Effects of continued administration of sulfathiazole and sulfapyridine in monkeys, Arch. Path., 1941, xxxii, 794. Google Scholar6. KOLMER JA: The pathological tissue changes produced by sulfathiazole and sulfathiazoline in rabbits, Jr. Lab. and Clin. Med., 1942, xxvii, 1043. Google Scholar7. PEPPERHORACK DSHM: Crystalline concretions in the renal tubules following sulfathiazole therapy, Am. Jr. Med. Sci., 1940, cxcix, 674. CrossrefGoogle Scholar8. BURCHWINSOR GET: Renal damage following the use of sulfathiazole, New Orleans Med. and Surg. Jr., 1942, xciv, 474. Google Scholar9. LINDNERATCHESON HJDW: Sulfathiazole crystallization in the kidney, Jr. Urol., 1942, xlvii, 262. CrossrefGoogle Scholar10. WINSORBURCH TGE: Renal complications following sulfathiazole therapy, Jr. Am. Med. Assoc., 1942, cxviii, 1346. CrossrefGoogle Scholar11. SIMONKAUFMAN MAM: Death following sulfathiazole therapy, Canad. Med. Assoc. Jr., 1943, xlviii, 23. Google Scholar12. LUETSCHERBLACKMAN JASS: Severe injury to kidneys and brain following sulfathiazole administration: High serum sodium and chloride levels and persistent cerebral damage, ANN INT. MED., 1943, xviii, 741. Google Scholar13. BRATTONMARSHALL ACEK: A new coupling component for sulfanilamide determination, Jr. Biol. Chem., 1939, cxxviii, 537. CrossrefGoogle Scholar14. SUNDERMANPEPPER FWDS: Sulfathiazole in blood and urine, Am. Jr. Med. Sci., 1940, cc, 790. CrossrefGoogle Scholar15. JENSENFOX OJCL: Hydrogen ion concentration and the solubility of sulfonamides in urine: The relation to renal precipitation, Jr. Urol., 1943, xlix, 334. CrossrefGoogle Scholar16. RICH AR a. : Role of hypersensitivity in periarteritis nodosa as indicated by seven cases developing during serum sickness and sulfonamide therapy, Bull. Johns Hopkins Hosp., 1942, lxxi, 123. b. RICH, A. R.: Additional evidence of the role of hypersensitivity in the etiology of periarteritis nodosa, ibid., 375. Google Scholar17. MERKELCRAWFORD WCRC: Pathological lesions produced by sulfathiazole, Jr. Am. Med. Assoc., 1942, cxix, 770. CrossrefGoogle Scholar18. TSAOMCCRACKENCHENKUODALE YFMEJPTCL: Renal complication in sulfapyridine therapy, Jr. Am. Med. Assoc., 1939, cxiii, 1316. CrossrefGoogle Scholar19. SADUSKWATERSWILSON JFLD: Anuria due to sulfapyridine calculi, Jr. Am. Med. Assoc., 1940, cxv, 1968. CrossrefGoogle Scholar20. BRADFORDSHAFFER HAJH: Renal changes in a case of sulfadiazine anuria, Jr. Am. Med. Assoc., 1942, cxix, 316. CrossrefGoogle Scholar This content is PDF only. To continue reading please click on the PDF icon. Author, Article, and Disclosure InformationAffiliations: Baltimore, Maryland*Received for publication July 14, 1943.From the Department of Preventive Medicine and the Department of Pathology of The Johns Hopkins University, Baltimore, Maryland.This study was supported by a grant from the John and Mary R. Markle Foundation, New York City.†Winthrop Chemical Company Fellow; deceased May 4, 1944. PreviousarticleNextarticle Advertisement FiguresReferencesRelatedDetails Metrics Cited byOn the Risk of Urolith Formation in Treatment with Sulfa Preparations.Kidney Complications during Sulphonamide Therapy1 1 June 1944Volume 20, Issue 6Page: 971-980KeywordsAutopsyDrug therapyDrugsHemorrhagePreventive medicineRabbitsSulfonamide ePublished: 1 December 2008 Issue Published: 1 June 1944 PDF downloadLoading ...

Hydrogen Ion Concentration and the Solubility of Sulfonamides in Urine; The Relation to Renal Precipitation

Hydrogen Ion Concentration and the Solubility of Sulfonamides in Urine; The Relation to Renal Precipitation

THE SOLUBILITY OF ACETYLSULFAPYRIDINE AND ACETYLSULFATHIAZOLE IN THE URINE

Article1 November 1941THE SOLUBILITY OF ACETYLSULFAPYRIDINE AND ACETYLSULFATHIAZOLE IN THE URINEARTHUR C. CURTIS, M.D., F.A.C.P., SIDNEY S. SOBIN, PH.D.ARTHUR C. CURTIS, M.D., F.A.C.P.Search for more papers by this author, SIDNEY S. SOBIN, PH.D.Search for more papers by this authorAuthor, Article, and Disclosure Informationhttps://doi.org/10.7326/0003-4819-15-5-884 SectionsAboutPDF ToolsAdd to favoritesDownload CitationsTrack CitationsPermissions ShareFacebookTwitterLinkedInRedditEmail ExcerptShortly after the introduction of sulfapyridine into clinical medicine, hematuria was described as one of the common and dangerous complications of this type of therapy. Acetylsulfapyridine was demonstrated as the excretory form of the drug,1, 2, 3 and the relationship between crystals of acetylsulfapyridine in the urine and hematuria was quickly recognized.4, 5, 6, 7, 8This work was begun to record the solubility characteristics of acetylsulfapyridine and to determine the type and the amount of urine necessary to effect complete solution of this material. Our method was as follows: a portion of urine was concentrated to a specific gravity...Bibliography1. MARSHALLBRATTONLITCHFIELD EKACJT: The toxicity and absorption of 2-sulfanilamidopyridine and its soluble sodium salt, Science, 1938, lxxxviii, 595. Google Scholar2. RATISHBULLOWAAMESSCUDI HDJGJBJF: Urinary excretion product of sulfanilyl-2-aminopyridine, Jr. Biol. Chem., 1939, cxxviii, 279. CrossrefGoogle Scholar3. BAINESWEIN EJR: The absorption and excretion of 2-sulfanilyl-amino-pyridine, Quart. Jr. and Year Book of Pharmacy, 1939, xii, 4. Google Scholar4. SOUTHWORTHCOOKE HC: Hematuria, abdominal pain, and nitrogen retention associated with sulfapyridine, Jr. Am. Med. Assoc., 1939, cxii, 1820. Google Scholar5. LAWRENCE EA: Recent advances in the treatment of pneumonia, Internat. Rev. Recent Adv. in Med., 1939, iii, 48. Google Scholar6. SNAPPERLIUCHUNGYUSUN ISHHLTFHM: Hematuria, renal colic and acetylsulfapyridine stone formation, Chinese Med. Jr., 1939, lvi, 1. Google Scholar7. GRAHAMWARNERDAUPHINEEDICKSON DWPJARC: The treatment of pneumococcal pneumonia with dagenan, Canad. Med. Assoc. Jr., 1939, xl, 325. Google Scholar8. LONGWOOD PHWB: Observations upon the experimental and clinical use of sulfapyridine. II. The treatment of pneumococcal pneumonia with sulfapyridine, ANN. INT. MED., 1939, xiii, 487. Google Scholar9. BRATTONMARSHALL ACEK: New coupling component for sulfanilamide determination, Jr. Biol. Chem., 1939, cxxviii, 537. CrossrefGoogle Scholar10. SCHMIDTHUGHES LHHB: Absorption and excretion of sulfanilamidopyridine, Proc. Soc. Exper. Biol. and Med., 1939, xl, 409. CrossrefGoogle Scholar11. STOKINGER JE: Absorption, acetylation, and excretion of 2-sulfanilamidopyridine, Proc. Soc. Exper. Biol. and Med., 1930, xl, 61. Google Scholar12. SCUDIRATISHBULLOWA JFHDJG: Increased glycuronate excretion following administration of sulfapyridine, Science, 1939, lxxxix, 516. CrossrefGoogle Scholar This content is PDF only. To continue reading please click on the PDF icon. Author, Article, and Disclosure InformationAffiliations: Ann Arbor, Michigan*Received for publication February 15, 1941.From the Department of Internal Medicine, University of Michigan Medical School, Ann Arbor. PreviousarticleNextarticle Advertisement FiguresReferencesRelatedDetails Metrics Cited byRenal Complications of Sulfonamide TherapyComparative toxicities of sulfadiazine and sulfathiazole in childrenHydrogen Ion Concentration and the Solubility of Sulfonamides in Urine; The Relation to Renal Precipitation 1 November 1941Volume 15, Issue 5Page: 884-889KeywordsDrugsUrine ePublished: 1 December 2008 Issue Published: 1 November 1941 PDF downloadLoading ...