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Chemistry

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Also known as: Vapreotide, 103222-11-3, Rc 160, Bmy 41606, L-tryptophanamide, d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-valyl-l-cysteinyl-, cyclic (2?7)-disulfide, acetate (1:?);l-tryptophanamide, d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-valyl-l-cysteinyl-, cyclic (2?7)-disulfide, acetate (1:?), Rc-160 (vapreotide)
Molecular Formula
C57H70N12O9S2
Molecular Weight
1131.4  g/mol
InChI Key
SWXOGPJRIDTIRL-UHFFFAOYSA-N

Vapreotide
Vapreotide is a synthetic cyclic octapeptide analogue of somatostatin with direct and indirect antitumor effects. Vapreotide binds to somatostatin receptors (SSTR), specifically SSTR-2 and to SSTR-5 with a lesser affinity, in the similar behaviors as other octapeptide somatostatin analogues. Like octreotide, this agent has direct and indirect antitumor effects via inhibiting the release of growth hormone and other peptides that regulate release of insulin, gastrointestinal hormones. Furthermore, vapreotide may also be useful for inducing hemostasis in cases of acute hemorrhage of the upper gastrointestinal tract.
1 2D Structure

Vapreotide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
10-(4-aminobutyl)-N-[1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-19-[(2-amino-3-phenylpropanoyl)amino]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
2.1.2 InChI
InChI=1S/C57H70N12O9S2/c1-32(2)49-57(78)68-48(55(76)64-44(50(60)71)26-35-28-61-41-16-8-6-14-38(35)41)31-80-79-30-47(67-51(72)40(59)24-33-12-4-3-5-13-33)56(77)65-45(25-34-19-21-37(70)22-20-34)53(74)66-46(27-36-29-62-42-17-9-7-15-39(36)42)54(75)63-43(52(73)69-49)18-10-11-23-58/h3-9,12-17,19-22,28-29,32,40,43-49,61-62,70H,10-11,18,23-27,30-31,58-59H2,1-2H3,(H2,60,71)(H,63,75)(H,64,76)(H,65,77)(H,66,74)(H,67,72)(H,68,78)(H,69,73)
2.1.3 InChI Key
SWXOGPJRIDTIRL-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)C1C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)C(CC5=CC=CC=C5)N)C(=O)NC(CC6=CNC7=CC=CC=C76)C(=O)N
2.2 Synonyms
2.2.1 MeSH Synonyms

1. D-phe-cys-tyr-d-trp-lys-val-cys-trp-nh2

2. D-phenylalanyl-cysteinyl-tyrosyl-d-tryptophyl-lysyl-valyl-cysteinyl-tryptophanamide

3. Octastatin

4. Rc 160

5. Rc-160

6. Vapreotide

2.2.2 Depositor-Supplied Synonyms

1. Vapreotide

2. 103222-11-3

3. Rc 160

4. Bmy 41606

5. L-tryptophanamide, D-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-valyl-l-cysteinyl-, Cyclic (2?7)-disulfide, Acetate (1:?);l-tryptophanamide, D-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-valyl-l-cysteinyl-, Cyclic (2?7)-disulfide, Acetate (1:?)

6. Rc-160 (vapreotide)

7. Rc-160

8. Vapreotide (usan/inn)

9. Gtpl2054

10. Schembl6369050

11. Bdbm82464

12. Bcp21232

13. Cas_71306

14. Mfcd30489723

15. Nsc_71306

16. Akos015896024

17. Ft-0652516

18. D06281

19. L001100

20. Sanvar Ir; Vapreotidum; Rc 160; Rc-160; Rc160

21. (4r,7s,10s,13r,16s,19r)-13-((1h-indol-3-yl)methyl)-n-((s)-1-amino-3-(1h-indol-3-yl)-1-oxopropan-2-yl)-19-((r)-2-amino-3-phenylpropanamido)-10-(4-aminobutyl)-16-(4-hydroxybenzyl)-7-isopropyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carboxamide

22. (4r,7s,10s,13s,16s,19r)-10-(4-aminobutyl)-n-[(2r)-1-amino-3-(1h-indol-3-yl)-1-oxopropan-2-yl]-19-[[(2r)-2-amino-3-phenylpropanoyl]amino]-16-[(4-hydroxyphenyl)methyl]-13-(1h-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-7-propan-2-yl-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide

2.3 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 1131.4 g/mol
Molecular Formula C57H70N12O9S2
XLogP33.6
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count13
Rotatable Bond Count18
Exact Mass1130.48301420 g/mol
Monoisotopic Mass1130.48301420 g/mol
Topological Polar Surface Area401 Ų
Heavy Atom Count80
Formal Charge0
Complexity2080
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count8
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Analgesics

Compounds capable of relieving pain without the loss of CONSCIOUSNESS. (See all compounds classified as Analgesics.)


Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


4.2 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H01 - Pituitary and hypothalamic hormones and analogues

H01C - Hypothalamic hormones

H01CB - Somatostatin and analogues

H01CB04 - Vapreotide


REF. STANDARDS & IMPURITIES

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ABOUT THIS PAGE

Vapreotide Manufacturers

A Vapreotide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Vapreotide, including repackagers and relabelers. The FDA regulates Vapreotide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Vapreotide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Vapreotide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Vapreotide Suppliers

A Vapreotide supplier is an individual or a company that provides Vapreotide active pharmaceutical ingredient (API) or Vapreotide finished formulations upon request. The Vapreotide suppliers may include Vapreotide API manufacturers, exporters, distributors and traders.

click here to find a list of Vapreotide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Vapreotide USDMF

A Vapreotide DMF (Drug Master File) is a document detailing the whole manufacturing process of Vapreotide active pharmaceutical ingredient (API) in detail. Different forms of Vapreotide DMFs exist exist since differing nations have different regulations, such as Vapreotide USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Vapreotide DMF submitted to regulatory agencies in the US is known as a USDMF. Vapreotide USDMF includes data on Vapreotide's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Vapreotide USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Vapreotide suppliers with USDMF on PharmaCompass.

Vapreotide GMP

Vapreotide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Vapreotide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Vapreotide GMP manufacturer or Vapreotide GMP API supplier for your needs.

Vapreotide CoA

A Vapreotide CoA (Certificate of Analysis) is a formal document that attests to Vapreotide's compliance with Vapreotide specifications and serves as a tool for batch-level quality control.

Vapreotide CoA mostly includes findings from lab analyses of a specific batch. For each Vapreotide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Vapreotide may be tested according to a variety of international standards, such as European Pharmacopoeia (Vapreotide EP), Vapreotide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Vapreotide USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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