ChemicalBook CAS DataBase List 37686-84-3

37686-84-3

Name	S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA
CAS	37686-84-3
EINECS(EC#)	253-624-2
Molecular Formula	C20H28N4O
MDL Number	MFCD00242729
Molecular Weight	340.46
MOL File	37686-84-3.mol

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.

Safety Data

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

Hazard Information

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) Akai et al. (1993), Effects of terguride, a partial D2 agonist, on MPTP-lesioned parkinsonian cynomolgus monkeys; Ann. Neurol., 133 507 2) Klewe et al. (2008), Recruitment of beta-arrestin2 to the dopamine D2 receptor: insights into anti-psychotic and anti-parkinsonian drug receptor signaling; Neuropharmacology, 54 1215 3) Dumitrascu et al. (2011), Terguride ameliorates monocrotaline-induced pulmonary hypertension in rats; Eur. Respir. J., 37 1104

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