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2-(Chloromethyl)oxirane; prop-2-en-1-amine

HCID 3085017
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
52757-95-6
Standard SMILES
C=CCN.ClCC1CO1
InChIKey
ZNSIZMQNQCNRBW-UHFFFAOYSA-N
Molecular formula
C6H12ClNO
Average molar mass
149.62 g/mol
Monoisotopic mass
149.0607417

Overview

Sevelamer is a phosphate binding drug used to prevent hyperphosphataemia in patients with chronic renal failure. It is marketed by Genzyme under the trade name Renagel.

Names & identifiers

Preferred name
2-(Chloromethyl)oxirane; prop-2-en-1-amine
IUPAC
2-(chloromethyl)oxirane;prop-2-en-1-amine
English name
Sevelamer
Molecular formula
C6H12ClNO
Molecular weight
149.62

Names & synonyms

2-(chloromethyl)oxirane;prop-2-en-1-amineSevelamer Hydrochloride (Technical Grade)2-Propen-1-amine, polymer with (chloromethyl)oxiraneOTHER CA INDEX NAMES:Oxirane, (chloromethyl)-, polymer with 2-propen-1-amineSevelamer (INN)1392212-84-8Renagel (TN)2-(chloromethyl)oxirane; prop-2-en-1-amineorb401997SCHEMBL726092ZNSIZMQNQCNRBW-UHFFFAOYSA-NEBC-26097DB00658
Show more names
Hsdb 7608SevelamerSevelamer [inn:ban]Epichlorohydrin-PAA 25 copolymerAllylamine-epichlorohydrin copolymerAllylamine polymer with 1-chloro-2,3-epoxypropane2-Propen-1-amine, polymer with (chloromethyl)oxiraneOxirane, (chloromethyl)-, polymer with 2-propen-1-amine
NCGC00522026-01DA-57815D08512EN300-253103842-Propen-1-amine - 2-(chloromethyl)oxirane (1:1)BRD-M22581557-003-02-5

Properties

Computed structural properties

Topological polar surface area
38.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
9
Formal charge
0
Complexity
55.1

Experimental & physicochemical properties

SolubilityInsoluble

Physicochemical properties

storage temp.
-20 °C · Store at -20°C
solubility
Soluble in DMSO
FDA UNII
941 N5DUU5C · 941N5DUU5C
ATC code
3 AE02 · V03AE02
Hazardous Substances Data
52757 · 52757-95-6(Hazardous Substances Data)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Hazardous Substances Data
52757-95-6(Hazardous Substances Data)

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

Patients with end-stage renal disease (ESRD) retain phosphorus and can develop hyperphosphatemia. High serum phosphorus can precipitate serum calcium resulting in ectopic calcification. When the product of serum calcium and phosphorus concentrations (Ca x P) exceeds 55 mg<sup>2</sup>/dL<sup>2</sup>, there is an increased risk that ectopic calcification will occur. Hyperphosphatemia plays a role in the development of secondary hyperparathyroidism in renal insufficiency. An increase in parathyroid hormone (PTH) levels is characteristic of patients with chronic renal failure. Increased levels of PTH can lead to osteitis fibrosa, a bone disease. A decrease in serum phosphorus may decrease serum PTH levels. Treatment of hyperphosphatemia includes reduction in dietary intake of phosphate, inhibition of intestinal phosphate absorption with phosphate binders, and removal of phosphate with dialysis. Sevelamer taken with meals has been shown to decrease serum phosphorus concentrations in patients with ESRD who are on hemodialysis. <i>In vitro</i> studies have shown that the capsule and tablet formulations bind phosphate to a similar extent. Sevelamer treatment also results in a lowering of low-density lipoprotein (LDL) and total serum cholesterol levels.

Mechanism of ActionSevelamer prevents hyperphosphatemia by binding to dietary phosphate in the gut, preventing its absorption and thus decreasing serum parathyroid hormone levels.
Absorption, Distribution and Excretion · 1 item

Not absorbed following oral administration, however no absorption studies have been performed in patients with renal disease. Sevelamer may bind to dietary phosphates and prevent its gastrointestinal absorption when sevelamer is administered in combination with food.

Applications

UsesAntihyper-phosphatemic.

Suppliers11 total

深圳康特腾科技有限公司86-0755-86635001 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
52757-95-6
PubChem CID
3085017
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
武汉研哲科技有限公司15527250409 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
Musechem+1-800-259-7612 · [email protected]
范德(北京)生物科技有限责任公司15911056312 · [email protected]
Gihi Chemicals Co., Limited+86-0571-86217390 +86-18058761490 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
Dideu Industries Group Limited+86-29-81148696 +86-15129568250 · [email protected]