| Chemical & Physical Properties | |
|---|---|
| CAS Number | 36622-28-3 |
| Catalog No. | 2A-9008947 |
| Chinese Name | S-维拉帕米 |
| Synonyms | s(-)-verapamil; MFCD00069355; EINECS 253-132-8 |
| Molecular Formula | C27H39ClN2O4 |
| Molecular Weight | 491.06 (anhydrous basis) |
| Purity | ≥98 (HPLC) |
| Appearance | powder |
| Storage Condition | 2-8°C, sealed, dry |
| Application | (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport via MRP1. (S)-Verapamil hydrochloride causes death of potentially drug-resistant tumor c |
| EINECS | 253-132-8 |
| PubChem ID | 24900705 |
| MDL Number | MFCD11045898 |
| SMILES | O.Cl.COc1ccc(CCN(C)CCC[C@](C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC |
| InChI | 1S/C27H38N2O4.ClH.H2O/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H;1H2/t27-;;/m0../s1 |
| InChI Key | ICKXRKHJKXMFLR-LPCSYZHESA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/8947_1_36622_28_3.pdf |
| Bioactivity | (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport by MRP1. (S)-Verapamil hydrochloride leads to the death of potentially resistant tumor cells[1]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> GPCR/G Protein >> Leukotriene Receptor Target LTC4 Ca2+ In Vitro (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) not the (R)-Verapamil hydrochloride potently induces the death of MRP1-transfected BHK-21 cells[1]. (S)-Verapamil hydrochloride is good active form and has the low bioavailability[1]. References [1]. Perrotton T, et al. (R)- and (S)-verapamil differentially modulate the multidrug-resistant protein MRP1. J Biol Chem. 2007 Oct 26;282(43):31542-8. Epub 2007 Jul 22. [2]. Tannergren C, et al. St John's wort decreases the bioavailability of R- and S-verapamil through induction of the first-pass metabolism. Clin Pharmacol Ther. 2004 Apr;75(4):298-309. Chemical & Physical Properties Molecular Formula C27H39ClN2O4 Molecular Weight 491.06300 Exact Mass 490.26000 PSA 63.95000 LogP 5.89508 InChIKey DOQPXTMNIUCOSY-YCBFMBTMSA-N SMILES COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl |
| Use of | (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport by MRP1. (S)-Verapamil hydrochloride leads to the death of potentially resistant tumor cells[1]. Properties Name S(−)-Verapamil hydrochloride hydrate Synonym More Synonyms (S)-Verapamil hydrochloride Biological Activity Description (S)-Verapamil hydrochloride (S(-)-Verapamil hydrochloride) inhibits leukotriene C4 (LTC4) and calcein transport by MRP1. (S)-Verapamil hydrochloride leads to the death of potentially resistant tumor cells[1]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> GPCR/G Protein >> Leukotriene Receptor References [1]. Perrotton T, et al. (R)- and (S)-verapamil differentially modulate the multidrug-resistant protein MRP1. J Biol Chem. 2007 Oct 26;282(43):31542-8. Epub 2007 Jul 22. [2]. Tannergren C, et al. St John's wort decreases the bioavailability of R- and S-verapamil through induction of the first-pass metabolism. Clin Pharmacol Ther. 2004 Apr;75(4):298-309. Chemical & Physical Properties Exact Mass 490.26000 PSA 63.95000 LogP 5.89508 InChIKey DOQPXTMNIUCOSY-YCBFMBTMSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. ((-)-[3-Cyano-3-(3,4-dimethoxyphenyl)hex-6-yl][2-(3,4- dimethoxyphenyl)ethyl]methylammonium chloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. ((-)-[3-Cyano-3-(3,4-dimethoxyphenyl)hex-6-yl][2-(3,4- dimethoxyphenyl)ethyl]methylammonium chloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. ((-)-[3-Cyano-3-(3,4-dimethoxyphenyl)hex-6-yl][2-(3,4- dimethoxyphenyl)ethyl]methylammonium chloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available |
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