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Octreotide acetate

Octreotide acetate Struktur
83150-76-9
CAS-Nr.
83150-76-9
Englisch Name:
Octreotide acetate
Synonyma:
ctreotide;DARAMONOL;GMP(CFDA);OXTREOTIDE;Longastatin;Octreotide acetate;Octreotode Acetate;Ocetreotide, Acetate;Octreotide oral film;Octreotide Acetate(b)
CBNumber:
CB2138033
Summenformel:
C49H66N10O10S2
Molgewicht:
1019.24
MOL-Datei:
83150-76-9.mol

Octreotide acetate Eigenschaften

Schmelzpunkt:
>140°C (dec.)
Siedepunkt:
1447.2±65.0 °C(Predicted)
Dichte
1.39±0.1 g/cm3(Predicted)
storage temp. 
-20°C
L?slichkeit
Soluble in acetic acid, DMSO, and methanol
Aggregatzustand
Solid
pka
12.60±0.70(Predicted)
Farbe
White to Off-White
Wasserl?slichkeit
Soluble to 1.20 mg/ml in water
Stabilit?t:
Hygroscopic
InChIKey
DEQANNDTNATYII-MEUDYGGUSA-N
CAS Datenbank
83150-76-9

Sicherheit

WGK Germany  3

Octreotide acetate Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Octreotide is a long-acting somatostatin analog indicated for symptomatic control in acromegaly and gastroenteropancreatic tumors. Other potential uses under investigation include diabetes, psoriasis and Alzheimer's disease.

Verwenden

Octreotide Acetate is the acetate salt of a synthetic long-acting cyclic octapeptide with pharmacologic properties mimicking those of the natural hormone somatostatin. It inhibits the secretion of growth hormone, glucagon, insulin, gastrin, vasoactive intestinal peptide, secretin, motilin and pancreatic polypeptide. Octreotide acetate was uses for the treatment of severe diarrhea and flushing associated with malignant carcinoid tumors, acromegaly, and diarrhea associated with VIPoma; and, then in 2010, for the treatment of neuroendocrine tumors.

Indications

Octreotide acetate (Sandostatin) is a synthetic peptide analogue of the hormone somatostatin. Its actions include inhibition of the pituitary secretion of growth hormone and an inhibition of pancreatic islet cell secretion of insulin and glucagon. Unlike somatostatin, which has a plasma half-life of a few minutes, octreotide has a plasma elimination half-life of 1 to 2 hours. Excretion of the drug is primarily renal.

Biologische Funktion

Octreotide acetate, a long-acting octapeptide analogue of somatostatin, has a half-life of approximately 100 minutes. A comparison of the primary structures of octreotide and somatostatin suggests little similarity, but from earlier work at the Salk Institute it was known that not all the residues in somatostatin were necessary to elicit its full biological activity. Other studies suggested that the essential fragment for its activity was the tetrapeptide Phe7-Trp8- Lys9-Thr10. These earlier studies helped in the design of the potent drug now known as octreotide acetate. This drug suppresses the secretion of gastroenteropancreatic peptides, such as gastrin, vasoactive intestinal peptide (VIP), insulin, and glucagon, as well as pituitary GH. Furthermore, it is more potent than natural somatostatin in inhibiting the release of glucagon, insulin, and GH.

Allgemeine Beschreibung

Octreotide is a somatostatin analogue with D-Phe-Cys-Phe-D-Trp-Lys-ThrCys-Thr-OH amino acid sequence.

Clinical Use

Octreotide acetate(83150-76-9) is used by SC injection in the palliative treatment of patients with metastatic carcinoid tumors, which are tumors of the endocrine system, GI tract, and lung (gastroenteropancreatic). Carcinoid tumors secrete increasing amounts of vasoactive substances, including histamine, serotonin, bradykinin, and prostaglandins. Octreotide acetate inhibits or suppresses the release of these vasoactive substances and, thus, is useful in treating the severe diarrhea, facial flushing, and wheezing episodes that accompany carcinoid tumors. In addition, it finds use in the palliative management of VIP-secreting tumors (VIPomas, usually pancreatic tumors). Patients with VIPomas suffer a profuse, watery diarrhea syndrome, and octreotide acetate is able to help by decreasing the release of damaging intestinal tumor cell secretions. Octreotide also helps to reduce hypokalemia by correcting electrolyte imbalances.
An excessive secretion of GH from the pituitary can cause the disorder known as acromegaly, which is characterized by a progressive enlargement of the head, face, hands, feet, and thorax. Inasmuch as octreotide acetate is able to decrease the secretion of GH from the pituitary, it is used in treating patients with acromegaly who are unresponsive to previous pituitary radiation therapy or surgery. It is used in the treatment of acromegaly, because it reduces the blood levels of both GH and insulin-like growth factor-I (IGF-I). The long-acting repository form of octreotide acetate also is used in treating acromegaly, carcinoid tumors, and VIPomas, but in monthly depot injections.
Octreotide for IV injection is used in the treatment of acute bleeding from esophageal varices. Variceal bleeding occurs in about half the patients with cirrhosis of the liver and is responsible for about one-third of deaths in these patients. Octreotide is a potent vasoconstrictor that reduces portal and collateral blood flow by constricting visceral vessels, which leads to reduced portal blood pressure and decreases the bleeding.

Nebenwirkungen

Some common side effects of octreotide acetate include cardiac conduction disorder, gallbladder sludge, hyperglycemia, cardiac arrhythmia, and hypoglycemia.
Octreotide acetate may cause serious side effects, and if any of these occur, you should contact your doctor immediately. These side effects include signs of gallstones, high blood sugar, low blood sugar, and underactive thyroid. Signs of gallstones include fever, chills, nausea, vomiting, severe pain in your upper stomach spreading to your back, dark urine, clay-colored stools, or yellowing of the skin or eyes. Signs of high blood sugar include increased thirst, increased urination, dry mouth, and fruity breath odor. Signs of low blood sugar include headache, hunger, sweating, irritability, dizziness, fast heart rate, and feeling anxious or shaky. Signs of underactive thyroid include extreme tiredness, dry skin, joint pain or stiffness, muscle pain or weakness, hoarse voice, feeling more sensitive to cold temperatures, and weight gain.
https://www.drugs.com/sfx/octreotide-side-effects.html

Mode of action

Octreotide acetate is a synthetic somatostatin analogue with similar pharmacologic effects to naturally occurring somatostatin, but with a prolonged duration of action. It inhibits pathologically increased secretion of growth hormone, thyroid stimulating hormone, and serotonin, insulin, glucagon, and other peptides produced within the gastro-entero-pancreatic endocrine system. Somatostatin is cell cycle phase-specific, mediating arrest at the G1- phase. Long acting somatostatin analogues have been shown to inhibit tumour growth.

Octreotide acetate Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Octreotide acetate Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 405)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Cellmano Biotech Limited
0551-65326643 18156095617
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AFINE CHEMICALS LIMITED
+86-0571-85134551
sales@afinechem.com China 15352 58
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+86-0373-3695376 +86-13937349994
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Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152
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83150-76-9()Verwandte Suche:


  • DARAMONOL
  • ctreotide
  • Ocetreotide, Acetate
  • L-Cysteinamide, D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-(1R,2R)-2-hydroxy-1-(hydroxymethyl)propyl-, cyclic (2?7)-disulfide
  • OXTREOTIDE
  • [R-(R*,R*)]-D-Phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-[2-hydroxy-1-(hydroxy-methyl)propyl]-cysteinamide cyclic(2->7)-disulfide
  • Octreotide acetate
  • L-cysteinamide, D-phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-(2-hydroxy-1-(hydroxymethyl) propyl)-cyclic (2->7)-disulfide, (R-(R*,R*))
  • H-D-Phe-Cys-Phe-D-Trp-Lys-Thr-Cys-L-threoninol acetate salt (Disulfide bond)
  • [R-(R^<*>^,R^<*>^)]-D-Phenylalanyl-L-cysteinyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-N-[2-hydroxyl-1-(hydroxyl-methyl)propyl]-L-cysteinarnide cydic(2→7)-disulfide
  • Longastatin
  • D-Phe-Cys(1)-Phe-D-Trp-Lys-Thr-Cys(1)-N-[(1R,2R)-1-(Hydroxymethyl)-2-hydroxypropyl]-NH2
  • D-Phe-L-Cys(1)-L-Phe-D-Trp-L-Lys-L-Thr-L-Cys(1)-N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)propyl]-NH2
  • Octreotode Acetate
  • OCTREOTIDE ACETATE (GMP)
  • APIOC OCTREOTIDE ACETATE
  • Octreotide Hydrochloride
  • (4R,7S,10S,13R,16S,19R)-13-((1H-Indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-10-(4-
  • GMP(CFDA)
  • 32) Octreotide Acetate
  • Octreotide acetate USP/EP/BP
  • Octreotide Acetate(b)
  • Octreotide oral film
  • 83150-76-9
  • C49H66N10O10S22C2H4O
  • C48H66N10O9S2
  • C49H66N10O10S22C2H4O2
  • 101924
  • Inhibitors
  • API
  • Peptide
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