CAS Number870653-45-5
Synonyms4-(4-phenoxybutoxy)furo[3,2-g]chromen-7-one; 4-(4-Phenoxybutoxy)-7H-furo[3,2-g]chromen-7-one; 5-(4-Phenoxybutoxy)psoralen; PAP-1
Molecular FormulaC21H18O5
Molecular Weight350.36
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point555.8±50.0 °C at 760 mmHg
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 870653-45-5 |
| Catalog No. | 2A-9058620 |
| Chinese Name | 5-(4-苯氧基丁氧基)补骨脂素(PAP-1) |
| Synonyms | 4-(4-phenoxybutoxy)furo[3,2-g]chromen-7-one; 4-(4-Phenoxybutoxy)-7H-furo[3,2-g]chromen-7-one; 5-(4-Phenoxybutoxy)psoralen; PAP-1 |
| Molecular Formula | C21H18O5 |
| Molecular Weight | 350.36 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 555.8±50.0 °C at 760 mmHg |
| Appearance | solid |
| Storage Condition | 2~8°C |
| Application | PAP-1 is a Kv1.3 voltage-gated potassium channel inhibitor that can inhibit the proliferation of human effector memory T cells with an EC50 of 2 nM. |
| HTC | 2932999099 |
| PubChem ID | 24724583 |
| MDL Number | MFCD11114059 |
| SMILES | 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 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/58620_1_870653_45_5.pdf |
| Bioactivity | PAP-1 is a 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. IC50 value: 2 nM (EC50) [1]in vitro: blocks Kv1.3 in a use-dependent manner, with a Hill coefficient of 2 and an EC50 of 2 nM, by preferentially binding to the C-type inactivated state of the channel. PAP-1 is 23-fold selective over Kv1.5, 33- to 125-fold selective over other Kv1-family channels, and 500- to 7500-fold selective over Kv2.1, Kv3.1, Kv3.2, Kv4.2, HERG, calcium-activated K+ channels, Na+,Ca2+, and Cl- channels [1]. The blockade of Kv1.3 results in membrane depolarization and inhibition of TEM proliferation and function. In this study, the in vitro effects of PAP-1 on T cells and the in vivo toxicity and pharmacokinetics (PK) were examined in rhesus macaques (RM) with the ultimate aim of utilizing PAP-1 to define the role of TEMs in RM infected with simian immunodeficiency virus (SIV). Electrophysiologic studies on T cells in RM revealed a Kv1.3 expression pattern similar to that in human T cells. Thus, PAP-1 effectively suppressed TEM proliferation in RM [2].in vivo: PAP-1 does not exhibit cytotoxic or phototoxic effects, is negative in the Ames test, and affects cytochrome P450-dependent enzymes only at micromolar concentrations. PAP-1 potently inhibits the proliferation of human TEM cells and suppresses delayed type hypersensitivity, a TEM cell-mediated reaction, in rats [1]. When administered intravenously, PAP-1 showed a half-life of 6.4 hrs; the volume of distribution suggested extensive distribution into extravascular compartments. When orally administered, PAP-1 was efficiently absorbed. Plasma concentrations in RM undergoing a 30-day, chronic dosing study indicated that PAP-1 levels suppressive to TEMs in vitro can be achieved and maintained in vivo at a non-toxic dose [2]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Inflammation/Immunology References [1]. Schmitz A, et al. Design of PAP-1, a selective small molecule Kv1.3 blocker, for the suppression of effector memory T cells in autoimmune diseases. Mol Pharmacol. 2005 Nov;68(5):1254-70. [2]. Pereira LE, et al. Pharmacokinetics, toxicity, and functional studies of the selective Kv1.3 channel blocker 5-(4-phenoxybutoxy)psoralen in rhesus macaques. Exp Biol Med (Maywood). 2007 Nov;232(10):1338-54. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 555.8±50.0 °C at 760 mmHg Molecular Formula C21H18O5 Molecular Weight 350.365 Flash Point 289.9±30.1 °C Exact Mass 350.115417 PSA 61.81000 LogP 4.56 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.619 InChIKey KINMYBBFQRSVLL-UHFFFAOYSA-N SMILES O=c1ccc2c(OCCCCOc3ccccc3)c3ccoc3cc2o1 Storage condition 2~8°C |
| Use of | Properties Name 5-(4-Phenoxybutoxy)psoralen Synonym More Synonyms PAP-1 Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Inflammation/Immunology References [1]. Schmitz A, et al. Design of PAP-1, a selective small molecule Kv1.3 blocker, for the suppression of effector memory T cells in autoimmune diseases. Mol Pharmacol. 2005 Nov;68(5):1254-70. Chemical & Physical Properties Molecular Formula C21H18O5 Exact Mass 350.115417 PSA 61.81000 Index of Refraction 1.619 InChIKey KINMYBBFQRSVLL-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available |
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