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83150-76-9

  • Product NameOctreotide acetate
  • Molecular FormulaC49H66N10O10S2
  • Molecular Weight1019.26
  • Purity99%
  • Appearancewhite powder
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  • CasNo: 83150-76-9
  • Molecular Formula: C49H66N10O10S2
  • Appearance: white powder
  • Purity: 99%

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  • Molecular Formula:C49H66N10O10S2
  • Molecular Weight:1019.26
  • Appearance/Colour:white powder 
  • Vapor Pressure:0mmHg at 25°C 
  • Refractive Index:1.673 
  • Boiling Point:1447.228°C at 760 mmHg 
  • PKA:12.60±0.70(Predicted) 
  • Flash Point:829.053 C 
  • PSA:382.82000 
  • Density:1.395 g/cm3 
  • LogP:3.02100 

Octreotide acetate(Cas 83150-76-9) Usage

Description

Octreotide acetate is a synthetic somatostatin analogue that serves various functions and has diverse medical uses. By reducing watery diarrhea, it helps mitigate the loss of body fluids and minerals. Additionally, it is employed in the treatment of acromegaly, a condition characterized by excessive production of growth hormone, and in gastroenteropancreatic tumors. Octreotide acetate acts as an agonist for μ-opioid receptors and δ-opioid receptors, inhibiting the secretion of growth hormone, glucagon, insulin, gastrin, vasoactive intestinal peptide, secretin, motilin, and pancreatic polypeptide.

Function

Stable in sterile saline solutions, octreotide acetate has a half-life of approximately 100 minutes and is administered via subcutaneous injection for palliative treatment of metastatic carcinoid tumors and VIP-secreting tumors. It proves effective in reducing symptoms such as severe diarrhea, facial flushing, and wheezing associated with carcinoid tumors, as well as in managing VIPomas, which cause profuse watery diarrhea. In acromegaly, octreotide acetate is employed when patients are unresponsive to previous pituitary radiation therapy or surgery, reducing blood levels of growth hormone and insulin-like growth factor-I (IGF-I).

Uses

Octreotide acetate has been explored for potential applications in conditions such as diabetes, psoriasis, Alzheimer's disease, and as an adjunctive treatment for hyperinsulinemia in patients with insulinomas. Its synthetic nature and prolonged duration of action make it a valuable therapeutic agent, inhibiting the pathologically increased secretion of various hormones and peptides within the gastro-entero-pancreatic endocrine system.

InChI:InChI=1/C49H66N10O10S2.C2H4O2/c1-28(61)39(25-60)56-48(68)41-27-71-70-26-40(57-43(63)34(51)21-30-13-5-3-6-14-30)47(67)54-37(22-31-15-7-4-8-16-31)45(65)55-38(23-32-24-52-35-18-10-9-17-33(32)35)46(66)53-36(19-11-12-20-50)44(64)59-42(29(2)62)49(69)58-41;1-2(3)4/h3-10,13-18,24,28-29,34,36-42,52,60-62H,11-12,19-23,25-27,50-51H2,1-2H3,(H,53,66)(H,54,67)(H,55,65)(H,56,68)(H,57,63)(H,58,69)(H,59,64);1H3,(H,3,4)/t28-,29-,34-,36+,37+,38-,39-,40+,41+,42+;/m1./s1

83150-76-9 Relevant articles

Use of trichloroacetimidate linker in solid-phase peptide synthesis

Yan, Liang Zeng,Mayer, John P.

, p. 1161 - 1162 (2003)

A solid-phase method for the preparation...

Rapid Photolysis-Mediated Folding of Disulfide-Rich Peptides

Patil, Nitin A.,Karas, John A.,Wade, John D.,Hossain, Mohammed Akhter,Tailhades, Julien

, p. 8599 - 8603 (2019/06/04)

Structure–activity relationship studies ...

Octreotide acetate long-acting formulation versus open-label subcutaneous octreotide acetate in malignant carcinoid syndrome

Joseph Rubin, Jaffer Ajani, William Schirmer, Alan P. Venook, Ronald Bukowski, Rodney Pommier, Leonard Saltz, Paresh Dandona, and Lowell Anthony

Journal of Clinical Oncology, Vol 17, No 2 (February), 1999: pp 600-606

Subcutaneous (SC) octreotide acetate effectively relieves the diarrhea and flushing associated with carcinoid syndrome but requires long-term multiple injections daily. A microencapsulated long-acting formulation (LAR) of octreotide acetate has been developed for once-monthly intramuscular dosing.

Synthesis of peptide alcohols on the basis of an O-N acyl-transfer reaction

Tailhades, Julien,Gidel, Marie-Aude,Grossi, Benjamin,Lecaillon, Jennifer,Brunel, Luc,Subra, Gilles,Martinez, Jean,Amblard, Muriel

experimental part, p. 117 - 120 (2010/04/04)

(Figure Presented) Getting the better of...

Electrophilic S-trifluoromethylation of cysteine side chains in α- and β-peptides: Isolation of trifluoromethylated sandostatin (octreotide) derivatives

Caponea, Stefania,Kieltschb, Iris,Floegela, Oliver,Lelaisa, Gerald,Togni, Antonio,Seebach, Dieter

body text, p. 2035 - 2056 (2009/02/08)

The new electrophilic trifluoromethylati...

83150-76-9 Process route

H-D-Phe-Cys-Phe-D-Trp-Lys-Thr-Cys-Thr-OH

H-D-Phe-Cys-Phe-D-Trp-Lys-Thr-Cys-Thr-OH

octreotide
83150-76-9

octreotide

Conditions
Conditions Yield
With ammonium acetate; pyrographite; In tetrahydrofuran; water; at 20 ℃;
85.6%
D-Phe-Cys-Phe-D-Trp-Lys-Thr-Cys-Thr(ol)

D-Phe-Cys-Phe-D-Trp-Lys-Thr-Cys-Thr(ol)

octreotide
83150-76-9

octreotide

Conditions
Conditions Yield
In water; at 20 ℃; for 47.5h; pH=7.4; aq. phosphate buffer;
80%
With phosphate buffer; air; at 25 ℃; for 48h; Yield given;
 
With ammonium acetate; for 48h; pH=7.0;
 
With air;
 

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