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CAS 9005-27-0

Chemistry, 1 End Use API

Chemistry
1 End Use API

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Also known as: 9005-27-0, Starch, 2-hydroxyethyl ether, 2-hydroxyethyl starch, (2s,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2r,3r,4s,5r,6s)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol, Hydroxyethyl starch 130/0.4, Starch, 2-hydroxyethyl ether, base-hydrolyzed

Molecular Formula

C₂₂H₄₄O₁₇

Molecular Weight

580.6 g/mol

InChI Key

DNZMDASEFMLYBU-RNBXVSKKSA-N

Hydroxyethyl starch (HES/HAES) is a nonionic starch derivative. Hydroxyethyl starches (HES) are synthetic colloids commonly used for fluid resuscitation to replace intravascular volume. HES is a general term and can be sub-classified according to average molecular weight, molar substitution, concentration, C2/C6 ratio and Maximum Daily Dose.

1 2D Structure

CAS 9005-27-0

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol

2.1.2 InChI

InChI=1S/C16H32O11.C6H12O6/c17-1-6-22-11-12-13(23-7-2-18)14(24-8-3-19)15(25-9-4-20)16(27-12)26-10-5-21;7-1-2-3(8)4(9)5(10)6(11)12-2/h12-21H,1-11H2;2-11H,1H2/t12-,13-,14+,15-,16+;2-,3-,4+,5-,6+/m11/s1

2.1.3 InChI Key

DNZMDASEFMLYBU-RNBXVSKKSA-N

2.1.4 Canonical SMILES

C(COCC1C(C(C(C(O1)OCCO)OCCO)OCCO)OCCO)O.C(C1C(C(C(C(O1)O)O)O)O)O

2.1.5 Isomeric SMILES

C(COC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OCCO)OCCO)OCCO)OCCO)O.C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O

2.2 Synonyms

2.2.1 Depositor-Supplied Synonyms

1. 9005-27-0

2. Starch, 2-hydroxyethyl Ether

3. 2-hydroxyethyl Starch

4. (2s,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol;2-[[(2r,3r,4s,5r,6s)-3,4,5,6-tetrakis(2-hydroxyethoxy)oxan-2-yl]methoxy]ethanol

5. Hydroxyethyl Starch 130/0.4

6. Starch, 2-hydroxyethyl Ether, Base-hydrolyzed

7. 68512-26-5

8. Chembl1730764

9. Akos030254900

10. Hydroxyethyl Starch (high Mw), European Pharmacopoeia (ep) Reference Standard

11. Hydroxyethyl Starch (medium Mw), European Pharmacopoeia (ep) Reference Standard

2.3 Create Date

2007-07-12

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₄₄O₁₇
Molecular Weight	580.6 g/mol
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	17
Rotatable Bond Count	17
Exact Mass	580.25784993 g/mol
Monoisotopic Mass	580.25784993 g/mol
Topological Polar Surface Area	267 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	497
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

An intravenous solution of hydroxyethyl starch is used to prevent shock following severe blood loss caused by trauma, surgery, or other issues.

5 Pharmacology and Biochemistry

5.1 Pharmacology

After isovolemic exchange of blood with 500 mL of HES in healthy volunteers, blood volume is maintained for at least 6 hours

5.2 Absorption, Distribution and Excretion

Absorption

Peak concentration (C(max), 4.34 mg/mL)

Route of Elimination

Approximately 62 % of HES was excreted as hydroxyethyl starch molecules in urine within 72 hours.

Volume of Distribution

5.9 L.

Clearance

31.4 mL/min

5.3 Metabolism/Metabolites

When given intravenously, molecules smaller than the renal threshold (60,000-70,000 daltons) are readily and rapidly excreted in the urine, while molecules with higher molecular weights are metabolized by plasma -amylase prior to excretion via the renal route.

5.4 Biological Half-Life

Terminal half-life is 16.1 h. Elimination half-life is 12 h.

5.5 Mechanism of Action

Hydroxyethyl starch (HES) is one of the most frequently used plasma substitutes. Recent studies have indicated that HES may reduce capillary leakage.

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Guangdong Raffles PharmaTech Co Ltd

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Hydroxyethylamyl

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CAS Number

9005-27-0

End Use API

Hydroxyethyl Starch

About the Company

Established in August 2011, Raffles PharmaTech is a high-tech enterprise that focus on development, manuf...

Established in August 2011, Raffles PharmaTech is a high-tech enterprise that focus on development, manufacturing and sales of high-value added active pharmaceutical ingredients and intermediates. We are specialized in applying organic catalysts into the process development to lower cost, and to provide cost-effective product and service to customers. With our strong R&D capability and our proprietary organic catalysts, we provide low cost and high quality active pharmaceutical ingredients and intermediates to pharmaceutical companies. We also provide world standard process development, custom synthesis and manufacturing service.

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