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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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REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"8157.00","actualQuantity":"8157","unit":"KGS","unitRateFc":"100.2","totalValueFC":"824107.9","currency":"USD","unitRateINR":"8445.3","date":"05-Jul-2024","totalValueINR":"68888061","totalValueInUsd":"824107.9","indian_port":"Reddy r-SEZ\/Srikakulam","hs_no":"29339990","bill_no":"1000370","productDescription":"API","marketType":"REGULATED MARKET","country":"TAIWAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TAIPAI","supplierAddress":"36 HOPING STREET,LOUCHU, TAOYUAN 33 842 , TAIWAN TAIWAN","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724092200,"product":"COLESEVELAM HYDROCHLORIDE ( QTY 360 KGS) BATCH NO:F228PE-24029","address":"882\/1-871, NEAR KANKAVATI ,VILLAGE-","city":"AHMEDABAD, GUJARAT","supplier":"FORMOSA LABORATORIES","supplierCountry":"TAIWAN","foreign_port":"TAIYUAN","customer":"AMNEAL PHARMACEUTICALS","customerCountry":"INDIA","quantity":"380.00","actualQuantity":"380","unit":"KGS","unitRateFc":"106","totalValueFC":"40746.5","currency":"USD","unitRateINR":"8994.1","date":"20-Aug-2024","totalValueINR":"3417758","totalValueInUsd":"40746.5","indian_port":"Ahmedabad Air","hs_no":"29211990","bill_no":"5151509","productDescription":"API","marketType":"REGULATED MARKET","country":"TAIWAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TAIYUAN","supplierAddress":"36 HOPING STREET, LOUCHU COUNTY TAOYUAN 33842, , TAIWANSDNF TAIWAN","customerAddress":"882\/1-871, NEAR KANKAVATI ,VILLAGE-"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724610600,"product":"COLESEVELAM HYDROCHLORIDE FORMOSA (CANADA) (DMF NO 2021-054)","address":"UNIT NO.703 704,7TH FLOOR,HUBTOWN","city":"MUMBAI","supplier":"FORMOSA LABORATORIES","supplierCountry":"TAIWAN","foreign_port":"TAIYUAN","customer":"INVENTIA HEALTHCARE LIMITED","customerCountry":"INDIA","quantity":"457.00","actualQuantity":"457","unit":"KGS","unitRateFc":"103.8","totalValueFC":"47973.5","currency":"USD","unitRateINR":"8805.1","date":"26-Aug-2024","totalValueINR":"4023944.67","totalValueInUsd":"47973.5","indian_port":"Bombay Air","hs_no":"29212990","bill_no":"5252908","productDescription":"API","marketType":"REGULATED MARKET","country":"TAIWAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TAIYUAN","supplierAddress":"NO 36 HOPING STREET LOUCHU TAOYUAN33842 TAIWANSDNF TAIWAN","customerAddress":"UNIT NO.703 704,7TH FLOOR,HUBTOWN"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1724697000,"product":"COLESEVELAM HYDROCHLORIDE","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"FORMOSA LABORATORIES","supplierCountry":"TAIWAN","foreign_port":"TAIPEI","customer":"DR. REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"4295.90","actualQuantity":"4295.9","unit":"KGS","unitRateFc":"100","totalValueFC":"434565.4","currency":"USD","unitRateINR":"8485","date":"27-Aug-2024","totalValueINR":"36450711.5","totalValueInUsd":"434565.4","indian_port":"Reddy r-SEZ\/Srikakulam","hs_no":"29420090","bill_no":"5266002","productDescription":"API","marketType":"REGULATED MARKET","country":"TAIWAN","selfForZScoreResived":"Pharma Grade","supplierPort":"TAIPEI","supplierAddress":"No 36 Hoping STREET Taoyuan SDNF Taiwan","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"}]
06-Jan-2021
27-Aug-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

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

API Imports and Exports

Importing Country Total Quantity
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Average Price
(USD/KGS)
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