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

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Origin: China

Cas No: 37686-84-3

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Product Description

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CAS No.: 37686-84-3 Formula: C20H28N4O Molecular Weight: 340.46300

Description

Terguride (INN), also known as trans-dihydrolisuride, is a serotonin receptor antagonist and dopamine receptor agonist of the ergoline family. It is approved for and used in the treatment of hyperprolactinemia. Terguride is an oral, potent antagonist of 5-HT2B and 5-HT2A (serotonin) receptors. Serotonin stimulates the proliferation of pulmonary artery smooth muscle cells, and induces fibrosis in the wall of pulmonary arteries. Together, this causes vascular remodeling and narrowing of the pulmonary arteries. These changes result in increased vascular resistance and PAH. Due to the potential anti-proliferative and anti-fibrotic activity of terguride, this potential medicine could offer the hope of achieving reversal of pulmonary artery vascular remodeling and attenuation of disease progression.
In May 2008, terguride was granted orphan drug status for the treatment of pulmonary arterial hypertension. In May 2010 Pfizer purchased worldwide rights for the drug.

Basic Info

Chemical Name	S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA
Synonyms	trans-Dihydro Lisuride; dironyl; S(+)-TERGURIDE; trans-9,10-Dihydrolisuride hydrogen maleate; terguride; TDHL; 9,10a-Dihydrolisuride; tergurid; 1,1-diethyl-3-(6-methyl-ergolin-8-yl)-urea; Teluron; R-(+)-TERGURIDE; (5R,8S,10R)-Terguride;
CAS No.	37686-84-3
Molecular Formula	C20H28N4O
Molecular Weight	340.46300
PSA	51.37000
LogP	3.26050

Properties

Density	1.21g/cm3
Boiling Point	588ºC at 760 mmHg
Flash Point	309.4ºC
Refractive Index	1.639

Safety Info

RIDADR	UN 2811 6.1/PG 2

Synthesis Route

lisuride→6-methylergoline+1,1-diethyl-3-(6-methyl-ergolin-8-yl)-urea
1-((5R,8S,10R)-6-cyano-8-ergolinyl)-3,3-diethylurea→6-Norterguride+1,1-Diethyl-3-((6aR,9S,10aR)-7-formyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-yl)-urea
lisuride→S(+)-N,N-DIETHYL-N'([8ALPHA]-6-METHYLERGOLIN-8-YL)UREA

Precursor

8alpha-Amino-6-methylergoline
lisuride
Diethylcarbamyl chloride
3-[(6aR,9S)-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-yl]-1,1-diethylurea,2-hydroxypropane-1,2,3-tricarboxylic acid

Downstream Product

3-[(6aR,9S,10aR)-7-propyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-yl]-1,1-diethylurea

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