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Sigma-Aldrich

12-Hydroxy-octadecanoicacid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl)

Synonym(s):

HS 15, Macrogol (15)-hydroxystearate, Polyethylene glycol (15)-hydroxystearate, Polyoxyethylated 12-hydroxystearic acid, Solutol® HS 15

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About This Item

CAS Number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

non-ionic

form

paste

composition

free macrogoly% (27.0 - 39.0 g/100g (%))

impurities

acetic acid (≤ 0.5 g/100g (%))
water (≤ 0.5 g/100g (%))
≤0.05% acetic acid
≤0.05% water
≤1 mg/kg ethylene oxide ((ppm))
≤1 mg/kg ethylene oxide
≤1 mg/kg nickel ((ppm))
≤1 mg/kg nickle
≤10 mg/kg dioxane ((ppm))
≤10 mg/kg dioxane
≤10 mg/kg heavy metals
≤620 mg/kg Diethylene glycol
≤620 mg/kg diethylene glycol ((ppm))
≤620 mg/kg ethylene glycol ((ppm))
≤620 mg/kg ethylene glycol
<10 mg/kg heavy metals ((ppm))

ign. residue

(≤ 0.3 g/100g (%))

pH

5.0-7.0 (1 g/10 mL in H2O)

mp

25 - 30  °C (77 - 86 °F)

acid value

≤1.0 mg KOH/g

hydroxyl value

90‑110 mg KOH/g

iodine value

≤2.0 g I2/100 g

peroxide value

≤3.0 meq/kg

saponification value

53‑63 mg KOH/g

solubility

water: 200 g/L at 30 °C (86 °F)

density

1.048 g/cm3 at 20 °C (68 °F)
1.03 g/cm3 at 60 °C (140 °F)

anion traces

<1 ppm (Ethylene Oxide)
<10 ppm (Dioxane)

cation traces

Ni: <1 ppm
heavy metals: <10 ppm

application(s)

sample preservation

SMILES string

C(CCCCC(CCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO)O)CCCCC(=O)O

InChI

1S/C47H94O19/c48-15-17-53-19-21-55-23-25-57-27-29-59-31-33-61-35-37-63-39-41-65-43-45-66-44-42-64-40-38-62-36-34-60-32-30-58-28-26-56-24-22-54-20-18-52-16-11-7-6-9-13-46(49)12-8-4-2-1-3-5-10-14-47(50)51/h46,48-49H,1-45H2,(H,50,51)

InChI key

CYAMZYIUAHNTBO-UHFFFAOYSA-N

General description

12-Hydroxy-octadecanoicacid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl), a pH-independent non-ionic surfactant, is an effective solubilizer and emulsifying agent. It is soluble in aqueous media and polar organic solvents however it is not soluble in apolar solvents. Its structure has 12-hydroxystearic acid (lipophilic moiety) and polyethylene glycol (hydrophilic moiety).

Application

  • 12-Hydroxy-octadecanoic acid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl) has been used:
  • in dissolving dexamethasone (DEX) to intraperitoneally inject the mice to test its grip strength to measure the muscle force
  • in roflumilast preparation to treat rabbits and guinea pigs to study the mechanisms and pharmacological sensitivity of ozone-induced hypertussive responses
  • to dissolve finerenone for oral application in in vivo-studies

Biochem/physiol Actions

12-Hydroxy-octadecanoic acid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl) is mainly used as a solubilizer in parenteral and oral formulations. It is preferred for in vitro screening and in vivo efficacy studies of compounds. 12-Hydroxy-octadecanoic acid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl) is also used in ophthalmic, macromolecule, suppository, and protein formulations due to its solubilization characteristics and safety profiles. It can form micelles typically ranging from 10-15 nm. 12-Hydroxy-octadecanoic acid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl) can be used to develop micro-emulsion IV formulations.

Other Notes

12-Hydroxy-octadecanoic acid polymer with α-hydro-ω-hydroxypoly(oxy-1,2-ethanediyl) is a non-ionic detergent obtained by reacting 15 moles of ethylene oxide with 1 mole of 12-hydroxy stearic acid.
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Legal Information

Solutol is a registered trademark of BASF SE

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

521.6 °F

Flash Point(C)

272 °C


Certificates of Analysis (COA)

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Emlyn Clay et al.
The Journal of pharmacology and experimental therapeutics, 357(1), 73-83 (2016-02-04)
Cough remains a major unmet clinical need, and preclinical animal models are not predictive for new antitussive agents. We have investigated the mechanisms and pharmacological sensitivity of ozone-induced hypertussive responses in rabbits and guinea pigs. Ozone induced a significant increase
Chengwen Mao et al.
AAPS PharmSciTech, 10(3), 1058-1064 (2009-08-12)
In this study, a nanoemulsion (NE) system was investigated for intravenous delivery of lipophilic and venous irritant drugs. NEs were prepared to deliver diallyl trisulfide (DT) for systemic therapy of bacterial and fungal infection, egg phospholipid was chosen as the
Arnaud Vonarbourg et al.
Biomaterials, 30(18), 3197-3204 (2009-03-31)
Most of DNA synthetic complexes result from the self-assembly of DNA molecules with cationic lipids or polymers in an aqueous controlled medium. However, injection of such self-assembled complexes in medium like blood that differ from that of their formulation leads
J S Coon et al.
Cancer research, 51(3), 897-902 (1991-02-01)
A recently developed non-ionic surfactant called Solutol HS 15 (poly-oxyethylene esters of 12-hydroxystearic acid), with low toxicity in vivo, was shown to reverse completely the multidrug resistance of KB 8-5 and KB 8-5-11 human epidermoid carcinoma cells in vitro but
Li Gan et al.
International journal of pharmaceutics, 365(1-2), 143-149 (2008-09-09)
The objective of the present study was to design a novel microemulsion in situ electrolyte-triggered gelling system for ophthalmic delivery of a lipophilic drug, cyclosporine A (CsA). A CsA-loaded microemulsion was prepared using castor oil, Solutol HS 15 (surfactant), glycerol

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