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[2S-[2R*[R*(R*)]]]-N-[2-[4-(aminocarbonyl)-3-thiazolidinyl]-1-(1H-imidazol-4-ylmethyl)-2-oxoethyl]-6-oxopiperidine-2-carboxamide

Names

[ CAS No. ]:
66537-55-1

[ Name ]:
[2S-[2R*[R*(R*)]]]-N-[2-[4-(aminocarbonyl)-3-thiazolidinyl]-1-(1H-imidazol-4-ylmethyl)-2-oxoethyl]-6-oxopiperidine-2-carboxamide

[Synonym ]:
<*>Aad-His-Tzl-NH2
{2S-[2R*(R*(R*))]}-N-{2-[4-(aminocarbonyl)-3-thiazolidinyl]-1-(1H-imidazol-4-ylmethyl)-2-oxoethyl}-6-oxopiperidine-2-carboxamide
{2-Methyl-4-[bis-(2-jod-ethyl)-amino]-benzyliden}-malononitril
{4-[bis(2-iodoethyl)amino]-2-methylbenzylidene}propanedinitrile

Biological Activity

[Description]:

MK771 is a thyrotrophin-releasing hormone analog. MK771 induces blinking and forepaw licking. MK771 has the potential for the research of morphine abstinence syndrome[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Neurological Disease

[In Vivo]

MK771 (5 mg/kg；腹腔注射) 诱导小鼠眨眼和前爪舔[1]。 MK771 (10 ng-10 µg/小鼠；i.c.v.) 在小鼠体内产生高热反应[2]。 Animal Model: 20-30 g, male MF1 mice[1] Dosage: 5 mg/kg Administration: I.p. Result: Induced blinking and forepaw licking in both acutely isolated and paired mice. Animal Model: 20-30 g, male MF1 mice[1] Dosage: 0.25-60 mg/kg Administration: I.p. Result: Induced blinking was bell-shaped with an ED50 value of 1.72 mg/kg. Animal Model: 25-30 g, Male Swiss-Webster mice[2] Dosage: 10 ng-10 µg/mouse Administration: I.c.v. Result: Produced a hyperthermic response for 4 h followed by a return to normal temperature.

[References]

[1]. McCreary AC, et al. The thyrotrophin-releasing hormone analogue MK771 induces tic-like behaviours: the effects of dopamine D1 and D2 receptor antagonists. Eur J Pharmacol. 1999 Mar 12;369(1):1-9.  

[2]. Bhargava HN, et al. Comparative effects of thyrotropin releasing hormone, MK-771 and DN-1417 on morphine abstinence syndrome. Psychopharmacology (Berl). 1985;87(2):141-6.  

Chemical & Physical Properties

[ Density]:
1.449g/cm3

[ Boiling Point ]:
1023.2ºC at 760 mmHg

[ Molecular Formula ]:
C16H22N6O4S

[ Molecular Weight ]:
394.44900

[ Flash Point ]:
572.6ºC

[ Exact Mass ]:
394.14200

[ PSA ]:
183.55000

[ LogP ]:
0.69630

[ Index of Refraction ]:
1.632

Synthetic Route

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