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SML3677

Sigma-Aldrich

Cryosim-3

≥98% (HPLC)

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Synonym(s):
1-Di(isopropyl)phosphinoyl-nonane, 1-Diisopropylphosphorylnonane, Bis(1-methylethyl)nonylphosphine oxide, DIPA 1-9
Empirical Formula (Hill Notation):
C15H33OP
CAS Number:
Molecular Weight:
260.40
UNSPSC Code:
12352200
NACRES:
NA.25

Quality Level

Assay

≥98% (HPLC)

form

oil

color

colorless to yellow

storage temp.

2-8°C

SMILES string

O=P(C(C)C)(C(C)C)CCCCCCCCC

Biochem/physiol Actions

Cryosim-3 is a water soluble, selective and potent agonist of TRPM8 (transient receptor potential melastatin 8) receptor. Cryosim-3 increases tear secretion in an animal model of dry eye disease. Also it relieves ocular discomfort in subjects diagnosed with DED without eye irritation.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Ying Yin et al.
Science (New York, N.Y.), 378(6616), eadd1268-eadd1268 (2022-10-14)
The transient receptor potential melastatin 8 (TRPM8) channel is the primary molecular transducer responsible for the cool sensation elicited by menthol and cold in mammals. TRPM8 activation is controlled by cooling compounds together with the membrane lipid phosphatidylinositol 4,5-bisphosphate (PIP2).
Jee Myung Yang et al.
BMC ophthalmology, 17(1), 101-101 (2017-06-28)
Physical cooling of the eye surface relieves ocular discomfort, but translating this event to drug treatment of dry eye discomfort not been studied. Here, we synthesized a water-soluble TRPM8 receptor agonist called cryosim-3 (C3, 1-diisopropylphosphorylnonane) which selectively activates TRPM8 (linked

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