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Azetirelin

Product Name
Azetirelin
CAS No.
95729-65-0
Chemical Name
Azetirelin
Synonyms
YM-14673;Azetirelin;Azetirelina;Azetirelinum;Azetirelin (~85%);Nα-[(S)-4-Oxo-2-azetidinyl]carbonyl-L-His-L-Pro-NH2;Nα-[[(S)-4-Oxo-2-azetidinyl]carbonyl]-L-His-L-Pro-NH2;L-Prolinamide, (2S)-4-oxo-2-azetidinecarbonyl-L-histidyl-;Nα-[((S)-4-oxo-2-azetidinyl)carbonyl]-L-histidyl-L-prolineamide;1-[Nα-[[(S)-4-Oxo-2-azetidinyl]carbonyl]-L-histidyl]-L-prolinamide
CBNumber
CB41178074
Molecular Formula
C15H20N6O4
Formula Weight
348.36
MOL File
95729-65-0.mol
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Azetirelin Property

Melting point:
>125°C (dec.)
Boiling point:
997.1±65.0 °C(Predicted)
Density 
1.469±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Very Slightly, Heated)
form 
Solid
pka
13.98±0.40(Predicted)
color 
Off-White
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
A817605
Product name
Azetirelin(~85%)
Packaging
10mg
Price
$1190
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0010755
Product name
AZETIRELIN
Purity
95.00%
Packaging
5MG
Price
$499.1
Updated
2021/12/16
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Azetirelin Chemical Properties,Usage,Production

Originator

Azetirelin,ZYF Pharm Chemical

Uses

Azetirelin is a thyrotropin-releasing hormone (TRH) analogue. It demonstrated neuroprotective activity in rats.

Manufacturing Process

In 13 ml of DMF was dissolved 826.0 mg of L-histidyl-L-prolinamide 2- hydrobromide and then 2 ml of a DMF solution of 405.0 mg of triethylamine was added to the solution under ice-cooling. After maintaining 30 min under ice-cooling, the precipitates thus formed were filtered off to provide L-histidyl- L-prolinamide.
In 10 ml of DMF was dissolved 230.0 mg of (S)-2-azetidinone-4-carboxylic acid and then 351.0 mg of N-hydroxy-1,2,3-benzotriazole and 453.0 mg of dicyclohexylcarbodiimide were added to the solution under ice-cooling. Then, after stirring the mixture for 15 min, the reaction was maintained for 15 min at room temperature. The reaction mixture was ice-cooled again and 15 ml of a DMF solution of foregoing L-histidyl-L-prolinamide was added to the reaction mixture followed by reaction overnight at 0°C. The precipitates thus formed were filtered off, the filtrate was concentrated to dryness, the residue was dissolved in 10 ml of chloroform-methanol (4:1) and subjected to silica gel column chromatography. The eluates by chloroform-methanol (7:3) were collected and concentrated to dryness to provide 509.0 mg of crude product. When the product was subjected to silica gel column chromatography again and eluted by a mixture of chloroform, methanol, and aqueous ammonia (40:10:1) to provide 394.0 mg of pure Nepsilon-[(S)-2-azetidinone-4-carbonyl]- L-histidyl-L-prolinamide, melting point 183°-185°C (crystallization from a small amount of methanol).

Therapeutic Function

TRH analogue

Azetirelin Preparation Products And Raw materials

Raw materials

Preparation Products

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Azetirelin Suppliers

Nanjing Xinmeihe Pharmaceutical Co., Ltd.
Tel
025-57672321 13739186949
Fax
025-57672123
Email
2548785915@qq.com
Country
China
ProdList
271
Advantage
58
TargetMol Chemicals Inc.
Tel
15002134094
Email
marketing@targetmol.cn
Country
China
ProdList
19711
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19863
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38463
Advantage
58

95729-65-0, AzetirelinRelated Search:


  • 1-[Nα-[[(S)-4-Oxo-2-azetidinyl]carbonyl]-L-histidyl]-L-prolinamide
  • Nα-[(S)-4-Oxo-2-azetidinyl]carbonyl-L-His-L-Pro-NH2
  • Nα-[[(S)-4-Oxo-2-azetidinyl]carbonyl]-L-His-L-Pro-NH2
  • YM-14673
  • Azetirelin
  • Nα-[((S)-4-oxo-2-azetidinyl)carbonyl]-L-histidyl-L-prolineamide
  • Azetirelin (~85%)
  • Azetirelina
  • Azetirelinum
  • L-Prolinamide, (2S)-4-oxo-2-azetidinecarbonyl-L-histidyl-
  • 95729-65-0