OROTIRELIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H19N7O5
Molecular Weight	389.366
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC2=CN=CN2)NC(=O)C3=CC(=O)NC(=O)N3

InChI

InChIKey=XZOCIZHAHWDUPU-QWRGUYRKSA-N

InChI=1S/C16H19N7O5/c17-13(25)11-2-1-3-23(11)15(27)10(4-8-6-18-7-19-8)20-14(26)9-5-12(24)22-16(28)21-9/h5-7,10-11H,1-4H2,(H2,17,25)(H,18,19)(H,20,26)(H2,21,22,24,28)/t10-,11-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H19N7O5
Molecular Weight	389.366
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2470455 | https://www.ncbi.nlm.nih.gov/pubmed/2503226

Orotirelin (previously known as CG 3509) was investigated as a thyrotropin-releasing hormone. Experiments on rats have shown that compound could increase dopamine release from rodent brain. Information about the current study of this drug is not available.

Approval Year

PubMed

Title	Date	PubMed
Regulatory peptides as a source of new drugs--the clinical prospects for analogues of TRH which are resistant to metabolic degradation.	1982 Nov	6816389
Involvement of catecholaminergic neurones and alpha-adrenoceptors in the wet-dog shake and forepaw licking behaviour produced by the intrathecal injection of an analogue of thyrotrophin-releasing hormone (CG 3509).	1987 Aug	2889164
Spinal effects of chronic intrathecal administration of the thyrotrophin-releasing hormone analogue (CG 3509) in rats.	1988 Jul 5	2458166
Comparative behavioural and biochemical effects of repeated intrathecal administration of thyrotrophin-releasing hormone (TRH) or two analogues of TRH in adult rats.	1989 Aug	2476681
Intra-hypothalamic injection of thyrotropin-releasing hormone suppresses brown fat thermogenesis in the anaesthetized rat.	1989 Jan 30	2493964

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:09:32 GMT 2023` Edited by `admin` on `Sat Dec 16 17:09:32 GMT 2023`
Record UNII	256M4T7YXY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OROTIRELIN

Official Name

English

N-((1,2,3,6-TETRAHYDRO-2,6-DIOXO-4-PYRIMIDINYL)CARBONYL)-L-HISTIDYL-L-PROLINAMIDE

Systematic Name

English

CG-3509

Common Name

English

orotirelin [INN]

Common Name

English

CG3509

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C76367