Home > Name List By other > (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3, 4-tetrahydronaphthalene-2,3-diol

CAS No 42200-33-9 , (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,
4-tetrahydronaphthalene-2,3-diol

  • Name: (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,
    4-tetrahydronaphthalene-2,3-diol
  • Synonyms: Nadololum [INN-Latin];Corgard; Corgaretic; Nadic; Solgol; Anabet; SQ-11725;(2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,
    4-tetrahydronaphthalene-2,3-diol; 42200-33-9; Nadololum;
  • CAS Registry Number:
  • Melting Point: 309.401
  • Flash Point: 272.2°C
  • Boiling Point: 526.4°Cat760mmHg
  • Density: 1.189g/cm3
  • Refractive index: 1.573
  • Safety Statements: Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Human systemic effects by ingestion: visual field changes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. Used to reduce cardiac arrhythmias, lower blood pressure and treat angina pectoris.
  • Flash Point: 272.2°C
  • EINECS: 255-706-3
  • Molecular Weight: 309.40058
  • InchiKey: VWPOSFSPZNDTMJ-UCWKZMIHSA-N
  • InChI: InChI=1S/C17H27NO4/c1-17(2,
    3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,
    18-21H,7-10H2,1-3H3/t12?,14-,15+/m1/s1
  • Molecular Formula: C17H27NO4
  • Molecular Structure:CAS No:42200-33-9 (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,<br />4-tetrahydronaphthalene-2,3-diol

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References of (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,
4-tetrahydronaphthalene-2,3-diol
Title: Nadolol
CAS Registry Number: 42200-33-9
CAS Name: 5-[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro-2,3-naphthalenediol
Synonyms: 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol; (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol; 2,3-cis-1,2,3,4-tetrahydro-5-[2-hydroxy-3-(tert-butylamino)propoxy]-2,3-naphthalenediol
Manufacturers' Codes: SQ-11725
Trademarks: Corgard (King); Solgol (BMS)
Molecular Formula: C17H27NO4
Molecular Weight: 309.40
Percent Composition: C 65.99%, H 8.80%, N 4.53%, O 20.68%
Literature References: b-Adrenergic blocker. Prepn: F. P. Hauck et al., DE 2258995; eidem, US 3935267 (1973, 1976, both to Squibb). Resolution of isomers: F. P. Hauck, J. E. Sundeen, DE 2421549 (1974 to Squibb), C.A. 82, 57481e (1975). Metabolism: J. Dreyfuss et al., J. Clin. Pharmacol. 17, 300 (1977). Toxicology: P. L. Sibley et al., Toxicol. Appl. Pharmacol. 44, 379 (1978). Review of pharmacology: R. C. Heel et al., Drugs 1, 1-23 (1980); M. J. Antonaccio, D. B. Evans, in Pharmacology of Antihypertensive Drugs, A. Scriabine, Ed. (Raven Press, New York, 1980) pp 295-301. Comprehensive description: L. Slusarek, K. Florey, Anal. Profiles Drug Subs. 9, 455-485 (1980). Book: International Experience with Nadolol, a Long-Acting b-Blocking Agent, F. Gross, Ed. (Grune & Stratton, New York, 1981) 229 pp.
Properties: Crystalline powder, mp 124-136°. uv max (methanol): 270, 278 nm (E1%1cm 37.5, 39.1). pKa 9.67. Freely sol in ethanol, propylene glycol; sol in hydrochloric acid; slightly sol in water, chloroform. Insol in acetone, benzene, ether, hexane. LD50 in mice, rats (mg/kg): 4500, 5300 orally (Antonaccio, Evans).
Melting point: mp 124-136°
pKa: pKa 9.67
Absorption maximum: uv max (methanol): 270, 278 nm (E1%1cm 37.5, 39.1)
Toxicity data: LD50 in mice, rats (mg/kg): 4500, 5300 orally (Antonaccio, Evans)
Therap-Cat: Antihypertensive, antianginal.
Keywords: ?Adrenergic Blocker; Antianginal; Antihypertensive; Aryloxypropanolamine Derivatives.