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P6124

5-(4-Phenoxybutoxy)psoralen

≥98% (HPLC), voltage-gated potassium channel Kv1.3 inhibitor, solid

Synonym(s):

PAP-1

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About This Item

Empirical Formula (Hill Notation):
C21H18O5
CAS Number:
Molecular Weight:
350.36
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
protect from light
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Product Name

5-(4-Phenoxybutoxy)psoralen, ≥98% (HPLC), solid

Quality Segment

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white

solubility

DMSO: 9 mg/mL

storage temp.

2-8°C

SMILES string

O=C1Oc2cc3occc3c(OCCCCOc4ccccc4)c2C=C1

InChI

1S/C21H18O5/c22-20-9-8-16-19(26-20)14-18-17(10-13-24-18)21(16)25-12-5-4-11-23-15-6-2-1-3-7-15/h1-3,6-10,13-14H,4-5,11-12H2

InChI key

KINMYBBFQRSVLL-UHFFFAOYSA-N

Biochem/physiol Actions

5-(4-Phenoxybutoxy)psoralen (PAP-1) is derived from 5-methoxypsoralen, a natural compound. PAP-1 show higher selectivity for Kv1.3 (voltage-gated potassium channels) than other Kv1 family members. Kv1.3 is predominant on cell membranes of activated effector memory T-cells. Inhibition of Kv1.3 results in membrane depolarization. In rat models, PAP-1 is known to delay the onset of diabetes. It might be used in the treatment of psoriasis and effector memory T cells mediated autoimmune diseases. Oral, intraperitoneal and topical administration of PAP-1 prevents allergic contact dermatitis induced by oxazolone.
Selective inhibitor of Kv1.3, voltage-gated K+ channel.
Selective inhibitor of Kv1.3, voltage-gated K+ channel. PAP-1 (EC50=2 nM) potently inhibits human T effector memory cell proliferation and delayed hypersensitivity. Effective orally or intraperitoneally. 5-(4-Phenoxybutoxy)psoralen has 23-fold selectivity for Kv1.3 over Kv1.5, and 33-125-fold selectivity over other Kv1 family channels.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.


Pictograms

Health hazard

Signal Word

Danger

Hazard Codes

Precautionary Statements

Hazard Classifications

Resp. Sens. 1

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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