Basic information Safety Supplier Related

S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA

Basic information Safety Supplier Related

S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA Basic information

Product Name:
S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA
Synonyms:
  • S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA
  • S(+)-TERGURIDE
  • S(+)-TERGURIDE (5R, 8S, 10R)
  • R-(+)-TERGURIDE
  • TRANS-DIHYDROLISURIDE
  • 1-((5r,8s,10r)-6-methyl-8-ergolinyl)-3,3-diethylurea
  • 9,10-alpha-dihydrolisuride
  • N,N-Diethyl-N'-[(8α)-6-Methylergolin-8-yl]urea
CAS:
37686-84-3
MF:
C20H28N4O
MW:
340.46
EINECS:
253-624-2
Product Categories:
  • Agonists
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Neurochemicals
  • Pharmaceuticals
  • API
Mol File:
37686-84-3.mol
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S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA Chemical Properties

Melting point:
203-204° (dec); mp 205-207° (dec) (Cerny)
alpha 
D20 +30° (c = 1 in pyridine); D20 +29.0° (c = 0.2 in pyridine)
Boiling point:
476.25°C (rough estimate)
Density 
1.1056 (rough estimate)
refractive index 
1.6620 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: soluble
form 
solid
pka
13.60±0.20(Predicted)
color 
white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
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Safety Information

Hazard Codes 
T
Risk Statements 
23/24/25
Safety Statements 
36/37/39-45
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
YS9378700
Toxicity
LD50 oral in rat: 100mg/kg

MSDS

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S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA Usage And Synthesis

Description

Terguride (37686-84-3) is a semi-synthetic ergoline derivative which acts as a partial dopamine D2 agonist and 5HT2B/2C receptor antagonist. Displays antiparkinsonian effects in MPTP-treated cynomolgus monkeys.1?Partial agonist at recruitment of β-arrestin2 to the D2 receptor.2 Terguride ameliorates monocrotaline-induced pulmonary hypertension in rats.3

Uses

An ergot alkaloid derivative that acts as a partial dopamine D2-receptor agonist. An anti-hyperprolactinemia agent.

Definition

ChEBI: Terguride is an organic molecular entity.

in vivo

TDHL abolished 5-HT-induced pulmonary vasoconstriction. Chronic terguride treatment prevented dose-dependently the development and progression of MCT-induced PAH in rats[1]. In reserpinized rats, terguride at 0.03 mg/kg, p.o. significantly reduces the serum prolactin (PRL) level. In rats bearing estrogen-induced pituitary prolactinoma, chronic terguride induces shrinkage of the prolactinoma as well as reduction of the high serum PRL level. In lactating rats, terguride (1.0 mg/kg, s.c.) reduces milk production in the mammary gland[2].

References

[1] TETSUO AKAI MS, PHD. Effects of terguride, a partial D2 agonist, on MPTP-lesioned parkinsonian cynomolgus monkeys[J]. Annals of Neurology, 1993, 33 5: 507-511. DOI:10.1002/ana.410330515
[2] IB V. KLEWE . Recruitment of β-arrestin2 to the dopamine D2 receptor: Insights into anti-psychotic and anti-parkinsonian drug receptor signaling[J]. Neuropharmacology, 2008, 54 8: Pages 1215-1222. DOI:10.1016/j.neuropharm.2008.03.015
[3] R DUMITRASCU. Terguride ameliorates monocrotaline-induced pulmonary hypertension in rats.[J]. European Respiratory Journal, 2011, 37 5: 1104-1118. DOI:10.1183/09031936.00126010

S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREASupplier

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19313119705 15707487186
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