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CAS No 55837-27-9 , 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid

  • Name: 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid
  • Synonyms: Piretanido [INN-Spanish];Tauliz; Arelix (TN); Piretanide (JAN); 55837-27-9; Arlix; Piretanido [Spanish];4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid; Piretanidum [INN-Latin]; HOE 118;
  • CAS Registry Number:
  • Density: 1.415 g/cm3
  • Refractive index: 1.64
  • Safety Statements: Poison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. Used as a diuretic agent. When heated to decomposition it emits very toxic fumes of SOx and NOx.
  • EINECS: 259-852-9
  • Molecular Weight: 362.40022
  • InchiKey: UJEWTUDSLQGTOA-UHFFFAOYSA-N
  • InChI: InChI=1S/C17H18N2O5S/c18-25(22,
    23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,
    6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23)
  • Molecular Formula: C17H18N2O5S
  • Molecular Structure:CAS No:55837-27-9 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid

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References of 4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid
Title: Piretanide
CAS Registry Number: 55837-27-9
CAS Name: 3-(Aminosulfonyl)-4-phenoxy-5-(1-pyrrolidinyl)benzoic acid
Synonyms: 4-phenoxy-3-(1-pyrrolidinyl)-5-sulfamoylbenzoic acid
Manufacturers' Codes: HOE-118; S-73-4118
Trademarks: Diumax (Cusi-Norte); Eurelix (Hoechst); Tauliz (HMR)
Molecular Formula: C17H18N2O5S
Molecular Weight: 362.40
Percent Composition: C 56.34%, H 5.01%, N 7.73%, O 22.07%, S 8.85%
Literature References: High-ceiling loop diuretic, structurally related to bumetanide, q.v. Prepn: D. Bormann et al., DE 2419970; eidem, US 4010273 (1975, 1977 both to Hoechst). Chemistry and pharmacology: W. Merkel et al., Eur. J. Med. Chem. 11, 399 (1976). Diuretic activity in man: N. Pozet et al., Br. J. Clin. Pharmacol. 9, 577 (1980); T. Saruta, E. Kato, Arzneim.-Forsch. 30, 1807 (1980). Vascular effects of piretanide: E. Klaus et al., ibid. 33, 1273 (1983); renal effects: M. Omosu et al., ibid. 1277. Review of pharmacology and therapeutic efficacy: S. P. Clissold, R. N. Brogden, Drugs 29, 489-530 (1985).
Properties: Pale yellow platelets from methanol/water, mp 225-227°. Exhibits intense light blue fluorescence at 366 nm. LD50 in rats, mice (mg/kg): 5601, 3672 orally (Merkel).
Melting point: mp 225-227°
Toxicity data: LD50 in rats, mice (mg/kg): 5601, 3672 orally (Merkel)
 
Derivative Type: Monosodium salt
CAS Registry Number: 112132-09-9
Trademarks: Arelix (HMR)
Molecular Formula: C17H17N2NaO5S
Molecular Weight: 384.38
Percent Composition: C 53.12%, H 4.46%, N 7.29%, Na 5.98%, O 20.81%, S 8.34%
 
Therap-Cat: Diuretic.
Keywords: Diuretic; Sulfonamide Derivatives.