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    Chemistry

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    Also known as: Welchol, Colesevelam hcl, 2-(chloromethyl)oxirane;prop-2-en-1-amine;n-prop-2-enyldecan-1-amine;trimethyl-[6-(prop-2-enylamino)hexyl]azanium;chloride;hydrochloride, Gt 31-104hb, Unii-p4sg24wi5q, Gt-31104
    Molecular Formula
    C31H67Cl3N4O
    Molecular Weight
    618.2  g/mol
    InChI Key
    VTAKZNRDSPNOAU-UHFFFAOYSA-M
    Colesevelam Hydrochloride
    An allylamine derivative that binds BILE ACIDS in the intestine and is used as an ANTICHOLESTEREMIC AGENT in the treatment of HYPERCHOLESTEROLEMIA and HYPERLIPIDEMIAS.
    1 2D Structure

    Colesevelam Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(chloromethyl)oxirane;prop-2-en-1-amine;N-prop-2-enyldecan-1-amine;trimethyl-[6-(prop-2-enylamino)hexyl]azanium;chloride;hydrochloride
    2.1.2 InChI
    InChI=1S/C13H27N.C12H27N2.C3H5ClO.C3H7N.2ClH/c1-3-5-6-7-8-9-10-11-13-14-12-4-2;1-5-10-13-11-8-6-7-9-12-14(2,3)4;4-1-3-2-5-3;1-2-3-4;;/h4,14H,2-3,5-13H2,1H3;5,13H,1,6-12H2,2-4H3;3H,1-2H2;2H,1,3-4H2;2*1H/q;+1;;;;/p-1
    2.1.3 InChI Key
    VTAKZNRDSPNOAU-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CCCCCCCCCCNCC=C.C[N+](C)(C)CCCCCCNCC=C.C=CCN.C1C(O1)CCl.Cl.[Cl-]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 31104, Gt

    2. Cholestagel

    3. Colesevelam Hcl

    4. Colesevelam Hydrochloride

    5. Gt 31104

    6. Gt-31104

    7. Gt31 104

    8. Gt31-104

    9. Gt31104

    10. Hcl, Colesevelam

    11. Hydrochloride, Colesevelam

    12. Welchol

    2.2.2 Depositor-Supplied Synonyms

    1. Welchol

    2. Colesevelam Hcl

    3. 2-(chloromethyl)oxirane;prop-2-en-1-amine;n-prop-2-enyldecan-1-amine;trimethyl-[6-(prop-2-enylamino)hexyl]azanium;chloride;hydrochloride

    4. Gt 31-104hb

    5. Unii-p4sg24wi5q

    6. Gt-31104

    7. Gt 31-104

    8. Colesevelam Hydrochloride [usan]

    9. P4sg24wi5q

    10. Gt31-104hb

    11. Cholestagel, Colesevelam Hydrochloride

    12. Akos037653488

    13. Hs-0084

    14. Nsc 760126

    15. 1-hexaminium, N,n,n-trimethyl-6-(2-propenylamino)-, Chloride, Polymer With (chloromethyl)oxirane, 2-propen-4-amine And N-2-propenyl-1-decanamine, Hydrochloride

    16. 2-propen-1-amine Polymer With (chloromethyl)oxirane, N,n,n-trimethyl-6-(2-propenylamino)-1-hexanaminium Chloride, And N-2-propenyl-1-decanamine, Hydrochloride

    17. Allylamine Polymer With 1-chloro-2,3-epoxypropane, (6-(allylamino)hexyl)trimethylammonium Chloride And N-allyldecylamine, Hydrochloride

    18. Ft-0697863

    19. Ab01563397_01

    20. Q899036

    2.3 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 618.2 g/mol
    Molecular Formula C31H67Cl3N4O
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count22
    Exact Mass616.438046 g/mol
    Monoisotopic Mass616.438046 g/mol
    Topological Polar Surface Area62.6 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity301
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count6
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameWelchol
    PubMed HealthColesevelam (By mouth)
    Drug ClassesAntihyperlipidemic
    Drug LabelWELCHOL (colesevelam hydrochloride) is a non-absorbed, polymeric, lipid-lowering and glucose-lowering agent intended for oral administration. Colesevelam hydrochloride is a high-capacity bile acid-binding molecule. Colesevelam hydrochloride is poly(a...
    Active IngredientColesevelam hydrochloride
    Dosage FormTablet; For suspension
    RouteOral
    Strength625mg; 1.875gm/packet; 3.75gm/packet
    Market StatusPrescription
    CompanyDaiichi Sankyo

    2 of 2  
    Drug NameWelchol
    PubMed HealthColesevelam (By mouth)
    Drug ClassesAntihyperlipidemic
    Drug LabelWELCHOL (colesevelam hydrochloride) is a non-absorbed, polymeric, lipid-lowering and glucose-lowering agent intended for oral administration. Colesevelam hydrochloride is a high-capacity bile acid-binding molecule. Colesevelam hydrochloride is poly(a...
    Active IngredientColesevelam hydrochloride
    Dosage FormTablet; For suspension
    RouteOral
    Strength625mg; 1.875gm/packet; 3.75gm/packet
    Market StatusPrescription
    CompanyDaiichi Sankyo

    4.2 Drug Indication

    For use, alone or in combination with an HMG-CoA reductase inhibitor, as adjunctive therapy to diet and exercise for the reduction of elevated LDL cholesterol in patients with primary hypercholesterolemia (Fredrickson Type IIa).

    FDA Label

    Cholestagel co-administered with a 3-hydroxy-3-methyl-glutaryl-coenzyme-A (HMG-CoA)-reductase inhibitor (statin) is indicated as adjunctive therapy to diet to provide an additive reduction in low-density-lipoprotein-cholesterol (LDL-C) levels in adult patients with primary hypercholesterolaemia who are not adequately controlled with a statin alone.

    Cholestagel as monotherapy is indicated as adjunctive therapy to diet for reduction of elevated total cholesterol and LDL-C in adult patients with primary hypercholesterolaemia, in whom a statin is considered inappropriate or is not well tolerated.

    Cholestagel can also be used in combination with ezetimibe, with or without a statin, in adult patients with primary hypercholesterolaemia, including patients with familial hypercholesterolaemia (see section 5. 1).

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Colesevelam is a high capacity bile-acid binding molecule. Colesevelam binds to bile acids in the intestine which reduces the amount of bile acids that are returned to the liver via enterohepatic circulation. Clinical studies have demonstrated that elevated levels of total cholesterol (total-C), LDL-C, and apolipoprotein B (Apo B, a protein associated with LDL-C) are associated with an increased risk of atherosclerosis in humans. Similarly, decreased levels of high-density lipoprotein cholesterol (HDL-C) are associated with the development of atherosclerosis. Epidemiological investigations have established that cardiovascular morbidity and mortality vary directly with the levels of total-C and LDL-C, and inversely with the level of HDL-C. The combination of colesevelam and an HMG-CoA reductase inhibitor is effective in further lowering serum total-C and LDL-C levels beyond that achieved by either agent alone.

    5.2 MeSH Pharmacological Classification

    Anticholesteremic Agents

    Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Pharmacological Classes
    Bile-acid Binding Activity [MoA]; Bile Acid Sequestrant [EPC]
    5.4 ATC Code

    C10AC04

    C - Cardiovascular system

    C10 - Lipid modifying agents

    C10A - Lipid modifying agents, plain

    C10AC - Bile acid sequestrants

    C10AC04 - Colesevelam

    5.5 Absorption, Distribution and Excretion

    Absorption

    Not hydrolyzed by digestive enzymes and is not absorbed.

    Route of Elimination

    Excretion: In 16 healthy volunteers, an average of 0.05% of administered radioactivity from a single 14C-labeled colesevelam hydrochloride dose was excreted in the urine.

    5.6 Metabolism/Metabolites

    Not applicable (not hydrolyzed by digestive enzymes and not absorbed).

    5.7 Mechanism of Action

    Colesevelam binds bile acids in the intestine and prevents their reabsorption. Colesevelam is not absorbed itself. The depletion of bile acid causes the upregulation of cholesterol 7-alpha-hydroxylase and conversion of cholesterol to bile acid. this increases the production and activity of hydroxymethyl-glutaryl-coenzyme A (HMG-CoA) reductase in the liver as well as an increase in the number of low density lipoprotein (LDL) receptors. This process clears LDL cholesterol from the blood. Serum triglyceride levels may increase or remain unchanged. The end result is increased clearance of LDL-cholesterol from the blood with decreased serum LDL-cholesterol.

    API Reference Price

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    21-Jan-2021
    29-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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