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Chemistry

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Also known as: Dotatoc, Smt-487, Smt 487, 204318-14-9, Chembl408350, U194as08hz
Molecular Formula
C65H92N14O18S2
Molecular Weight
1421.6  g/mol
InChI Key
RZHKDBRREKOZEW-AAXZNHDCSA-N
FDA UNII
U194AS08HZ

Edotreotide
Edotreotide is a chelated octreotide derivative with somatostatin activity. Edotreotide is produced by substituting tyrosine for phenylalanine at the 3 position of octreotide and chelated via dodecanetetraacetic acid (DOTA). Like octreotide, this edotreotide binds to somatostatin receptors (SSTRs), especially type 2, present on the cell membrane of many types of neuroendocrine tumors. When labeled with nuclides, edotreotide conjugates could result in tissue specific cytotoxicity.
1 2D Structure

Edotreotide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[4-[2-[[(2R)-1-[[(4R,7S,10S,13R,16S,19R)-10-(4-aminobutyl)-4-[[(2R,3R)-1,3-dihydroxybutan-2-yl]carbamoyl]-7-[(1R)-1-hydroxyethyl]-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicos-19-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]-7,10-bis(carboxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
2.1.2 InChI
InChI=1S/C65H92N14O18S2/c1-39(81)51(36-80)72-64(96)53-38-99-98-37-52(73-60(92)48(28-41-10-4-3-5-11-41)68-54(84)32-76-20-22-77(33-55(85)86)24-26-79(35-57(89)90)27-25-78(23-21-76)34-56(87)88)63(95)70-49(29-42-15-17-44(83)18-16-42)61(93)71-50(30-43-31-67-46-13-7-6-12-45(43)46)62(94)69-47(14-8-9-19-66)59(91)75-58(40(2)82)65(97)74-53/h3-7,10-13,15-18,31,39-40,47-53,58,67,80-83H,8-9,14,19-30,32-38,66H2,1-2H3,(H,68,84)(H,69,94)(H,70,95)(H,71,93)(H,72,96)(H,73,92)(H,74,97)(H,75,91)(H,85,86)(H,87,88)(H,89,90)/t39-,40-,47+,48-,49+,50-,51-,52+,53+,58+/m1/s1
2.1.3 InChI Key
RZHKDBRREKOZEW-AAXZNHDCSA-N
2.1.4 Canonical SMILES
CC(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)NC(=O)CN6CCN(CCN(CCN(CC6)CC(=O)O)CC(=O)O)CC(=O)O)C(=O)NC(CO)C(C)O)O
2.1.5 Isomeric SMILES
C[C@H]([C@H]1C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=C(C=C4)O)NC(=O)[C@@H](CC5=CC=CC=C5)NC(=O)CN6CCN(CCN(CCN(CC6)CC(=O)O)CC(=O)O)CC(=O)O)C(=O)N[C@H](CO)[C@@H](C)O)O
2.2 Other Identifiers
2.2.1 UNII
U194AS08HZ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (dota(0)-phe(1)-tyr(3))octreotide

2. Dotatoc

3. Smt 487

4. Smt-487

2.3.2 Depositor-Supplied Synonyms

1. Dotatoc

2. Smt-487

3. Smt 487

4. 204318-14-9

5. Chembl408350

6. U194as08hz

7. 173606-11-6

8. Edotreotide [usan]

9. Edotreotide [usan:inn]

10. Unii-u194as08hz

11. Dota-toc Acetate

12. Dota-toc

13. N-acetyl-lys-octreotide

14. Edotreotide [mi]

15. Edotreotide [inn]

16. Schembl1649285

17. Smt487

18. Schembl19712197

19. Dtxsid701021591

20. Ex-a4065

21. Bdbm50165171

22. Hy-106033

23. Cs-0024683

24. Q908790

25. L-cysteinamide, N-((4,7,10-tris(carboxymetnyl)-1,4,7,10-tetraazacyclodec-1-yl)acetyl)-d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-threonyl-n-((1r,2r)-2-hydroxy-1-(hydroxymethyl)propyl)-, Cyclic(2->7)-disulfide

26. L-cysteinamide, N-((4,7,10-tris(carboxymetnyl)-1,4,7,10-tetraazacyclodec-1-yl)acetyl)-d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryptophyl-l-lysyl-l-threonyl-n-((1r,2r)-2-hydroxy-1-(hydroxymethyl)propyl)-, Cyclic(2-7)-disulfide

27. N-((4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacycoldodec-1-yl)acetyl-d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryprophyl-l-lysyl-l-threonyl-n-((1r,2r)-2-hydroxy-1-(hydroxymethyl)propyl)-l Cysteinamide Cyclic (2-7)-disulfide

28. N-((4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacycoldodec-1-yl)acetyl-d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryprophyl-l-lysyl-l-threonyl-n-((1r,2r)-2-hydroxy-1-(hydroxymethyl)propyl)-l-cysteinamide Cyclic (2->7)-disulfide

29. N-((4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacycoldodec-1-yl)acetyl-d-phenylalanyl-l-cysteinyl-l-tyrosyl-d-tryprophyl-l-lysyl-l-threonyl-n-((1r,2r)-2-hydroxy-1-(hydroxymethyl)propyl)-l-cysteinamide Cyclic (2-7)-disulfide

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 1421.6 g/mol
Molecular Formula C65H92N14O18S2
XLogP3-7.2
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count25
Rotatable Bond Count26
Exact Mass1420.61554449 g/mol
Monoisotopic Mass1420.61554449 g/mol
Topological Polar Surface Area531 Ų
Heavy Atom Count99
Formal Charge0
Complexity2620
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

This medicinal product is for diagnostic use only.

After radiolabelling with gallium (68Ga) chloride solution, the solution of gallium (68Ga) edotreotide obtained is indicated for Positron Emission Tomography (PET) imaging of somatostatin receptor overexpression in adult patients with confirmed or suspected well-differentiated gastro-enteropancreatic neuroendocrine tumours (GEP-NET) for localizing primary tumours and their metastases.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Radiopharmaceuticals

Compounds that are used in medicine as sources of radiation for radiotherapy and for diagnostic purposes. They have numerous uses in research and industry. (Martindale, The Extra Pharmacopoeia, 30th ed, p1161) (See all compounds classified as Radiopharmaceuticals.)


5.2 ATC Code

V09IX


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ABOUT THIS PAGE

Edotreotide Manufacturers

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

Edotreotide Suppliers

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

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

Edotreotide USDMF

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

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

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

Edotreotide NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Edotreotide as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Edotreotide API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Edotreotide as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Edotreotide and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Edotreotide NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Edotreotide suppliers with NDC on PharmaCompass.

Edotreotide GMP

Edotreotide 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 Edotreotide 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 Edotreotide GMP manufacturer or Edotreotide GMP API supplier for your needs.

Edotreotide CoA

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

Edotreotide CoA mostly includes findings from lab analyses of a specific batch. For each Edotreotide 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.

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