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Substance Name: Protirelin [USAN:INN:BAN:JAN]
RN: 24305-27-9
UNII: 5Y5F15120W
InChIKey: XNSAINXGIQZQOO-SRVKXCTJSA-N
Note
- A tripeptide that stimulates the release of THYROTROPIN and PROLACTIN. It is synthesized by the neurons in the PARAVENTRICULAR NUCLEUS of the HYPOTHALAMUS. After being released into the pituitary portal circulation, TRH (was called TRF) stimulates the release of TSH and PRL from the ANTERIOR PITUITARY GLAND.
Molecular Formula
- C16-H22-N6-O4
Molecular Weight
- 362.3878
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Drug / Therapeutic Agent
- Hormone
- Hormones
- Hormones, Hormone Substitutes, and Hormone Antagonists
- Human Data
- Prothyrotropin
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Protirelin
- Protirelin [USAN:INN:BAN:JAN]
MeSH Heading
- Thyrotropin-releasing hormone
Synonyms
- 5-Oxo-L-prolyl-L-histidyl-L-prolinamide
- Abbott 38579
- Abbott-38579
- CCRIS 2593
- EINECS 246-143-4
- FDA 1725
- L-Pyroglutamyl-L-histidyl-L-prolineamide
- Lopremone
- Protirelin
- Protirelina
- Protirelina [INN-Spanish]
- Protireline
- Protireline [INN-French]
- Protirelinum
- Protirelinum [INN-Latin]
- Rifathyroin
- Ro 8-6270/9
- Synthetic TRH
- Synthetic tsh-releasing factor
- Synthetic tsh-releasing hormone
- Thypinone
- Thyrel TRH
- Thyroid releasing hormone
- Thyroliberin
- Thyrothropin relasing hormone
- Thyrotropic releasing hormone
- Thyrotropic-releasing factor
- Thyrotropin releasing hormone
- Thyrotropin-releasing factor
- Thyrotropin-releasing hormone
- TRH
- TSH-releasing factor
- TSH-releasing hormone
- UNII-5Y5F15120W
Systematic Names
- L-Prolinamide, 5-oxo-L-prolyl-L-histidyl-
- L-Pyroglutamyl-L-histidinyl-L-prolinamide
- Protirelin
Registry Numbers
CAS Registry Number
- 24305-27-9
FDA UNII
- 5Y5F15120W
Other Registry Numbers
- 22365-02-2
- 22365-17-9
- 39422-15-6
- 77666-61-6
- 9015-91-2
Related Registry Number
- 53935-32-3 (1:1 tartrate)
System Generated Number
- 0024305279
Structure Descriptors
InChI
InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1InChIKey
XNSAINXGIQZQOO-SRVKXCTJSA-NSmiles
NC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | intravenous | 5333ng/kg/2M- (0.005333mg/kg) | BEHAVIORAL: COMA VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | British Medical Journal. Vol. 287, Pg. 532, 1983. |
man | TDLo | intravenous | 5714ng/kg/1M- (0.005714mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA CARDIAC: PULSE RATE BEHAVIORAL: COMA | Medical Journal of Australia. Vol. 143, Pg. 264, 1985. |
mouse | LD50 | intravenous | 921mg/kg (921mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
mouse | LD50 | subcutaneous | > 20gm/kg (20000mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
rat | LD50 | intravenous | 514mg/kg (514mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
rat | LD50 | oral | > 5gm/kg (5000mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 727, 1982. | |
women | TDLo | intravenous | 8ug/kg/2M-C (0.008mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | British Medical Journal. Vol. 287, Pg. 532, 1983. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | -2.46E+00 | (none) | EXP | |
Water Solubility | 3.22E+04 | mg/L | 25 | EST |
Vapor Pressure | 5.97E-19 | mm Hg | 25 | EST |
Henry's Law Constant | 3.89E-25 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.54E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.