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CAS No 37686-84-3 , Urea,N,N-diethyl-N'-[(8a)-6-methylergolin-8-yl]-

  • Name: Urea,N,N-diethyl-N'-[(8a)-6-methylergolin-8-yl]-
  • Synonyms: Ergoline,urea deriv.; trans-Dihydrolisuride; Indolo[4,3-fg]quinoline, urea deriv.; TDHL;N,N-Diethyl-N'-(D-6-methyl-10a-isoergolin-8-yl)urea; (+)-(5R,8S,10R)-Terguride; 6-Methyl-8a-(diethylcarbamoylamino)ergoline;Urea,N,N-diethyl-N'-[(8a)-6-methylergolin-8-yl]-;(+)-Terguride; 9,10a-Dihydrolisuride; Terguride; (5R,8S,10R)-Terguride; Tergurid;
  • CAS Registry Number:
  • Transport: UN 2811 6.1/PG 2
  • Flash Point: 309.4°C
  • Boiling Point: 588°C at 760 mmHg
  • Density: 1.21g/cm3
  • Refractive index: 1.639
  • Safety Statements: Poison by ingestion and intravenous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: T
  • Flash Point: 309.4°C
  • EINECS: 253-624-2
  • Molecular Weight: 340.46
  • InChI: InChI=1/C20H28N4O/c1-4-24(5-2)20(25)22-14-10-16-15-7-6-8-17-19(15)13(11-21-17)9-18(16)23(3)12-14/h6-8,11,14,16,18,21H,4-5,9-10,12H2,1-3H3,(H,22,25)/t14-,16+,18+/m0/s1
  • Risk Statements: 23/24/25
  • Molecular Formula: C20H28N4O
  • Molecular Structure:CAS No:37686-84-3 Urea,N,N-diethyl-N'-[(8a)-6-methylergolin-8-yl]-

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References of Urea,N,N-diethyl-N'-[(8a)-6-methylergolin-8-yl]-
Title: Terguride
CAS Registry Number: 37686-84-3
CAS Name: N,N-Diethyl-N￠-[(8a)-6-methylergolin-8-yl]urea
Synonyms: N-(D-6-methyl-8-isoergolin-1-yl)-N￠,N￠-diethylurea; 6-methyl-8a-(diethylcarbamoylamino)ergoline; 9,10a-dihydrolisuride; 9,10-transdihydrolisuride; TDHL
Molecular Formula: C20H28N4O
Molecular Weight: 340.46
Percent Composition: C 70.56%, H 8.29%, N 16.46%, O 4.70%
Literature References: Ergot derivative; dihydrogenated analog of lisuride, q.v. Exhibits dopamine agonist and antagonist activity. Prepn: V. Zikán et al., Collect. Czech. Chem. Commun. 37, 2600 (1972); eidem, DE 2238540; eidem, US 3953454 (1973, 1976 both to Spofa). Physical properties: A. Cerny et al., Collect. Czech. Chem. Commun. 52, 1331 (1987). Pharmacology in animals and humans: H. Wachtel, R. Dorow, Life Sci. 32, 421 (1983). Receptor binding studies in rat brain: W. Kehr et al., Acta Pharm. Suec. 1983, Suppl. 2, 98; M. W. Valchár et al., Eur. J. Pharmacol. 136, 97 (1987). Evaluation in animal models of Parkinson's disease: W. C. Koller, G. Herbster, Neurology 37, 723 (1987); T. Brücke et al., Eur. J. Pharmacol. 148, 445 (1988). Radioreceptor assay in biological fluids: R. Lapka et al., J. Pharmacol. Methods 11, 263 (1984). Pharmacokinetics in humans: W. Krause et al., Eur. J. Clin. Pharmacol. 27, 335 (1984). Clinical evaluation in Huntington's disease: S. Bassi et al., Neurology 36, 984 (1986); in Parkinson's disease: T. Brücke et al., Adv. Neurol. 45, 573 (1986); I. Suchy et al., ibid. 577; in hyperprolactinemia and acromegaly: D. Dallabonzana et al., J. Clin. Endocrinol. Metab. 63, 1002 (1986).
Properties: Crystals from ethanol, mp 203-204° (dec). [a]D20 +30° (c = 1 in pyridine). Also reported as crystals from ethanol, mp 205-207° (dec) (Cerny). [a]D20 +29.0° (c = 0.2 in pyridine). uv max: 292, 281, 224 nm (log e 3.72, 3.81, 4.42). Practically insol in water.
Melting point: mp 203-204° (dec); mp 205-207° (dec) (Cerny)
Optical Rotation: [a]D20 +30° (c = 1 in pyridine); [a]D20 +29.0° (c = 0.2 in pyridine)
Absorption maximum: uv max: 292, 281, 224 nm (log e 3.72, 3.81, 4.42)
 
Derivative Type: Hydrogen maleate
CAS Registry Number: 37686-85-4
Manufacturers' Codes: SH-406; VUFB-6638; ZK-31224
Trademarks: Dironyl (Schering AG); Mysalfon (Spofa)
Molecular Formula: C20H28N4O.C4H4O4
Molecular Weight: 456.53
Percent Composition: C 63.14%, H 7.07%, N 12.27%, O 17.52%
Properties: Crystals from ethanol, mp 190-191°.
Melting point: mp 190-191°
 
Derivative Type: Hydrogen maleate hydrate
Properties: Crystals from ethanol, mp 150-153°. [a]D20 -15.0° (c = 0.1 in H2O). Soly in water: 1.26 mg/ml.
Melting point: mp 150-153°
Optical Rotation: [a]D20 -15.0° (c = 0.1 in H2O)
 
Therap-Cat: Antiparkinsonian; antihyperprolactinemic.
Keywords: Antiparkinsonian; Prolactin Inhibitor.