L-Pyroglutamyl-L-Histidyl-L-Prolinamide (2S)-N-[(2S)-1-[(2S)-2-氨基甲酰基吡咯烷-1-基]-3-(1H-咪唑-2-基)-1-氧代丙-2-基]-5-氧代吡咯烷-2-甲酰胺

CAS 24305-27-9 MFCD00038638

化学结构图

24305-27-9
SMILES: OC(=O)[C@@H]1CCCN1C(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1

化学属性

Mol. FormulaC16H22N6O4
Mol. Weight362.44

别名和识别编码

Chemical NameL-Pyroglutamyl-L-Histidyl-L-Prolinamide
Synonym FDA 1725 Synthetic tsh-releasing factor Synthetic TRF Thyroliberin Synthetic TRH Lopremone Protirelin TSH-RF Rifathyroin Thyrotropin-releasing factor Thyrotropic-releasing factor L-Pyroglutamyl-L-histidyl-L-prolineamide Thyrotropic releasing hormone TSH-releasing factor Thyroid releasing hormone Thyrotropin-releasing hormone TRF TRH Thyrotropin releasing hormone Ro 8-6270/9 Synthetic tsh-releasing hormone TSH-releasing hormone L-Pyroglutamyl-L-histidyl-L-prolinamide; Thyrotropin releasing hormone; (2S)-N-[(2S)-1-[(2S)-2-Carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-2-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
MDL NumberMFCD00038638
PubChem Substance ID24898469
EC Number246-143-4
CAS Number24305-27-9
Wiswesser Line NotationT5NTJ BVZ AVYMV- ET5MVTJ&1- BT5NJ
Chemical Name Translation(2S)-N-[(2S)-1-[(2S)-2-氨基甲酰基吡咯烷-1-基]-3-(1H-咪唑-2-基)-1-氧代丙-2-基]-5-氧代吡咯烷-2-甲酰胺
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分类

  • {SA} Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, P, Peptides and Proteins, Peptides for Cell Biology, Releasing Factors, TRH

相关文献及参考

  • [2]. Noda Y, et al. Hyperthermia induced by thyrotropin-releasing hormone (TRH, Protirelin) in the rat. Kurume Med J. 1979;26(2):107-12.
  • [1]. Van Sinay E, et al. Evolutionarily conserved TRH neuropeptide pathway regulates growth in Caenorhabditis elegans. Proc Natl Acad Sci U S A. 2017 May 16;114(20):E4065-E4074.
  • [1]. Van Sinay E, et al. Evolutionarily conserved TRH neuropeptide pathway regulates growth in Caenorhabditis elegans. Proc Natl Acad Sci U S A. 2017 May 16;114(20):E4065-E4074.
  • [2]. Noda Y, et al. Hyperthermia induced by thyrotropin-releasing hormone (TRH, Protirelin) in the rat. Kurume Med J. 1979;26(2):107-12.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
RTECSTW3580000 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >10 g

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,727,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 8 ug/kg/2M-C
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Cardiac - pulse rate increase, without fall in BP
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   287,532,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 514 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NIIRDN Drugs in Japan (Ethical Drugs).  (Yakugyo Jiho Co., Ltd., Tokyo,
   Japan)  Volume(issue)/page/year: 6,727,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 5333 ng/kg/2M-C
TOXIC EFFECTS :
   Behavioral - coma
   Vascular - BP lowering not characterized in autonomic section
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   287,532,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 2 mg/kg
SEX/DURATION            : female 7-16 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - urogenital system
   Reproductive - Effects on Newborn - stillbirth
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 8,807,1974

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 150 mg/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 8,807,1974

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 200 mg/kg
SEX/DURATION            : female 7-16 d

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 20 mg/kg
SEX/DURATION            : female 7-16 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   OYYAA2 Oyo Yakuri.  Pharmacometrics.  (Oyo Yakuri Kenkyukai, CPO Box 180,
   Sendai 980-91, Japan) V.1-    1967-  Volume(issue)/page/year: 8,807,1974

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Peptides - Biochemicals and Reagents
  4. Dipeptides and Tripeptides - Peptides
  5. Tripeptides - Dipeptides and Tripeptides
  1. Releasing Factors - Peptides for Cell Biology
  2. TRH - Releasing Factors
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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