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    Chemistry

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    Also known as: Som 230, Som-230, Som230, 396091-73-9, Pasireotide free base, Chebi:72312
    Molecular Formula
    C58H66N10O9
    Molecular Weight
    1047.2  g/mol
    InChI Key
    VMZMNAABQBOLAK-DBILLSOUSA-N
    FDA UNII
    98H1T17066
    Pasireotide
    Pasireotide is a synthetic long-acting cyclic peptide with somatostatin-like activity. Pasireotide activates a broad spectrum of somatostatin receptors, exhibiting a much higher binding affinity for somatostatin receptors 1, 3, and 5 than octreotide in vitro, as well as a comparable binding affinity for somatostatin receptor 2. This agent is more potent than somatostatin in inhibiting the release of human growth hormone (HGH), glucagon, and insulin.
    Pasireotide is a Somatostatin Analog. The mechanism of action of pasireotide is as a Somatostatin Receptor Agonist.
    1 2D Structure

    Pasireotide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(3S,6S,9S,12R,15S,18S,20R)-9-(4-aminobutyl)-3-benzyl-12-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-15-phenyl-6-[(4-phenylmethoxyphenyl)methyl]-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-20-yl] N-(2-aminoethyl)carbamate
    2.1.2 InChI
    InChI=1S/C58H66N10O9/c59-27-13-12-22-46-52(69)64-47(30-38-23-25-42(26-24-38)76-36-39-16-6-2-7-17-39)53(70)66-49(31-37-14-4-1-5-15-37)57(74)68-35-43(77-58(75)61-29-28-60)33-50(68)55(72)67-51(40-18-8-3-9-19-40)56(73)65-48(54(71)63-46)32-41-34-62-45-21-11-10-20-44(41)45/h1-11,14-21,23-26,34,43,46-51,62H,12-13,22,27-33,35-36,59-60H2,(H,61,75)(H,63,71)(H,64,69)(H,65,73)(H,66,70)(H,67,72)/t43-,46+,47+,48-,49+,50+,51+/m1/s1
    2.1.3 InChI Key
    VMZMNAABQBOLAK-DBILLSOUSA-N
    2.1.4 Canonical SMILES
    C1C(CN2C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C2=O)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC5=CC=CC=C5)CCCCN)CC6=CNC7=CC=CC=C76)C8=CC=CC=C8)OC(=O)NCCN
    2.1.5 Isomeric SMILES
    C1[C@H](CN2[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C2=O)CC3=CC=CC=C3)CC4=CC=C(C=C4)OCC5=CC=CC=C5)CCCCN)CC6=CNC7=CC=CC=C76)C8=CC=CC=C8)OC(=O)NCCN
    2.2 Other Identifiers
    2.2.1 UNII
    98H1T17066
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cyclo((4r)-4-(2-aminoethylcarbamoyloxy)-l-prolyl-l-phenylglycyl-d-tryptophyl-l-lysyl-4-o-benzyl-l-tyrosyl-l-phenylalanyl-)

    2. Som 230

    3. Som-230

    4. Som230

    2.3.2 Depositor-Supplied Synonyms

    1. Som 230

    2. Som-230

    3. Som230

    4. 396091-73-9

    5. Pasireotide Free Base

    6. Chebi:72312

    7. Signifor Lar

    8. Chembl3349607

    9. 396091-73-9 (free Base)

    10. 98h1t17066

    11. Pasireotide Diaspartate

    12. Cyclo((4r)-4-(2-aminoethylcarbamoyloxy)-l-prolyl-l-phenylglycyl-d-tryptophyl-l-lysyl-4-o-benzyl-l-tyrosyl-l- Phenylalanyl-)

    13. Cyclo((4r)-4-(2-aminoethylcarbamoyloxy)-l-prolyl-l-phenylglycyl-d-tryptophyl-l-lysyl-4-o-benzyl-l-tyrosyl-l-phenylalanyl-)

    14. (3s,6r,9s,12s,15s,19r,20as)-6-((1h-indol-3-yl)methyl)-9-(4-aminobutyl)-15-benzyl-12-(4-(benzyloxy)benzyl)-1,4,7,10,13,16-hexaoxo-3-phenylicosahydropyrrolo[1,2-a][1,4,7,10,13,16]hexaazacyclooctadecin-19-yl (2-aminoethyl)carbamate

    15. Cyclo[(2s)-2-phenylglycyl-d-tryptophyl-l-lysyl-o-benzyl-l-tyrosyl-l-phenylalanyl-(4r)-4-{[(2-aminoethyl)carbamoyl]oxy}-l-prolyl]

    16. Pasireotide [inn]

    17. Pasireotide [usan]

    18. Pasireotide [usan:inn]

    19. Pasireotida

    20. Pasireotidum

    21. Unii-98h1t17066

    22. Pasireotide [mi]

    23. Pasireotide [vandf]

    24. Pasireotide [mart.]

    25. Pasireotide [who-dd]

    26. Gtpl2018

    27. Schembl12462108

    28. Som 320

    29. Bdbm50474236

    30. Db06663

    31. Ncgc00378682-03

    32. Hy-16381

    33. Q3896970

    34. [(3s,6s,9s,12r,15s,18s,20r)-9-(4-aminobutyl)-12-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-15-phenyl-6-[[4-(phenylmethoxy)phenyl]methyl]-3-(phenylmethyl)-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-20-yl] N-(2-aminoethyl)carbamate

    35. [(3s,6s,9s,12r,15s,18s,20r)-9-(4-aminobutyl)-3-benzyl-12-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-15-phenyl-6-[(4-phenylmethoxyphenyl)methyl]-1,4,7,10,13,16-hexazabicyclo[16.3.0]henicosan-20-yl] N-(2-aminoethyl)carbamate

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 1047.2 g/mol
    Molecular Formula C58H66N10O9
    XLogP34.7
    Hydrogen Bond Donor Count9
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count18
    Exact Mass1046.50142372 g/mol
    Monoisotopic Mass1046.50142372 g/mol
    Topological Polar Surface Area281 Ų
    Heavy Atom Count77
    Formal Charge0
    Complexity1940
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    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

    For the treatment of Cushings disease, specifically for those patients whom pituitary surgery has not been curative or is not an option.

    FDA Label

    Signifor is indicated for the treatment of adult patients with Cushings disease for whom surgery is not an option or for whom surgery has failed.

    Signifor is indicated for the treatment of adult patients with acromegaly for whom surgery is not an option or has not been curative and who are inadequately controlled on treatment with another somatostatin analogue.

    Treatment of acromegaly and pituitary gigantism

    Overproduction of pituitary ACTH, Pituitary dependant Cushing's disease, Pituitary dependant hyperadrenocorticism

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Signifor is an analogue of somatostatin that promotes reduced levels of cortisol secretion in Cushing's disease patients.

    5.2 MeSH Pharmacological Classification

    Hormones

    Chemical substances having a specific regulatory effect on the activity of a certain organ or organs. The term was originally applied to substances secreted by various ENDOCRINE GLANDS and transported in the bloodstream to the target organs. It is sometimes extended to include those substances that are not produced by the endocrine glands but that have similar effects. (See all compounds classified as Hormones.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    PASIREOTIDE
    5.3.2 FDA UNII
    98H1T17066
    5.3.3 Pharmacological Classes
    Somatostatin Receptor Agonists [MoA]; Somatostatin Analog [EPC]
    5.4 ATC Code

    H01CB05

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

    H01 - Pituitary and hypothalamic hormones and analogues

    H01C - Hypothalamic hormones

    H01CB - Somatostatin and analogues

    H01CB05 - Pasireotide

    5.5 Absorption, Distribution and Excretion

    Absorption

    The peak plasma concentration of pasireotide occurs in 0.25-0.5 hours. After administration of single and multiple doses, there is dose-proportionoal increases in Cmax and AUC.

    Route of Elimination

    Pasireotide is eliminated mostly by hepatic clearance (biliary excretion)(about 48%) with some minor renal clearance (about 7.63%).

    Volume of Distribution

    Pasireotide is widely distributed and has a volume of distribution of >100L.

    Clearance

    The clearance in healthy patient is ~7.6 L/h and in Cushings disease patients is ~3.8 L/h.

    5.6 Metabolism/Metabolites

    Metabolism is minimal.

    5.7 Biological Half-Life

    The half-life is 12 hours.

    5.8 Mechanism of Action

    Pasireotide activates a broad spectrum of somatostatin receptors, exhbiting a much higher binding affinity for somatostatin receptors 1, 3, and 5 than octreotide in vitro, as well as a comparable binding affinity for somatostatin receptor 2. The binding and activation of the somatostatin receptors causes inhibition of ACTH secretion and results in reduced cortisol secretion in Cushing's disease patients. Also this agent is more potent than somatostatin in inhibiting the release of human growth hormone (HGH), glucagon, and insulin.

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    ABOUT THIS PAGE

    Pasireotide Manufacturers

    A Pasireotide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Pasireotide, including repackagers and relabelers. The FDA regulates Pasireotide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Pasireotide 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 Pasireotide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Pasireotide Suppliers

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

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

    Pasireotide 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 Pasireotide as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Pasireotide 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 Pasireotide 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 Pasireotide and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Pasireotide NDC to their finished compounded human drug products, they may choose to do so.

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

    Pasireotide GMP

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

    Pasireotide CoA

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

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

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