Spasmolytin
adiphenine hydrochloride
CAS: 50-42-0
Molecular Formula: C20H25NO2.ClH
Spasmolytin - Names and Identifiers
| Name | adiphenine hydrochloride |
| Synonyms | Spasnil Spasmolytin Oil Black S adiphenine hydrochloride Adiphenine hydrochloride Orient Water Black R 455 Adiphenine hydrochloride [USAN] 2-diethylaminoethyl diphenylacetate hydrochloride 2-(2,2-diphenylacetoxy)ethyldiethylammonium chloride 2-diethylaminoethyl 2,2-diphenylacetate hydrochloride 2-(Diethylamino)ethyl a-phenylbenzeneacetate hydrochloride 2,2-diphenylacetic acid 2-diethylaminoethyl ester hydrochloride Disodium (6E)-4-amino-3-(4-nitrophenyl)diazenyl-5-oxo-6-(phenylhydrazinylidene)naphthalene-2,7-disulfonate |
| CAS | 50-42-0 |
| EINECS | 200-036-9 |
| InChI | InChI=1/C20H25NO2.ClH/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14,19H,3-4,15-16H2,1-2H3;1H |
| InChIKey | LKPINBXAWIMZCG-UHFFFAOYSA-N |
Spasmolytin - Physico-chemical Properties
| Molecular Formula | C20H25NO2.ClH |
| Molar Mass | 347.88 |
| Density | 1.0555 (rough estimate) |
| Melting Point | 113-114° |
| Boling Point | 423°C at 760 mmHg |
| Flash Point | 133.2°C |
| Solubility | DMSO (Slightly), Methanol (Slightly), Water (Very Slightly) |
| Vapor Presure | 2.31E-07mmHg at 25°C |
| Appearance | neat |
| Color | White |
| Merck | 14,161 |
| Storage Condition | Room Temperature |
| Refractive Index | 1.5400 (estimate) |
| In vitro study | Adiphenine (10 nM-1 mM; 3 min) blocks the function of α1*-nAChR in a dose-dependent manner in TE671/RD cells, with an IC 50 of 1.9 µM. Adiphenine (10 nM-1 mM; 3 min) blocks the function of α3α4*-nAChR in a dose-dependent manner in SH-SY5Y cells, with an IC 50 of 1.8 µM. Adiphenine (10 nM-1 mM; 3 min) blocks the function of α4β2- and α4β4-nAChR in a dose-dependent manner in SH-EP1 cells, with IC 50 s of 3.7 and 6.3 µM, respectively. Adiphenine (50-200 µM; 30-60 s) decreases the frequency of ACh-induced single-channel currents in HEK 293 cells. |
| In vivo study | Adiphenine (i.p.) prevents the hindleg tonic-extensor component of maximal electroshock seizures (MES), with an ED 50 of 62 mg/kg in mice. |
Spasmolytin - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | 36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | AH2625000 |
| Toxicity | LD50 i.p. in mice: 0.24 g/kg (Burtner, Cusic) |
Spasmolytin - Reference Information
| biological activity | Adiphenine HCl is a nicotinic receptor inhibitor used as an antispasmodic. |
| target | TargetValue α3β4 nAChR (Cell-free assay) 1.8 μM α1 nAChR (Cell-free assay) 1.9 μM α4β2 nAChR (Cell-free assay) 3.7 μM α4β4 nAChR (Cell-free assay) 6.3 μM |
| Target | Value |
| α3β4 nAChR (Cell-free assay) | 1.8 μM |
| α1 nAChR (Cell-free assay) | 1.9 μM |
| α4β2 nAChR (Cell-free assay) | 3.7 μM |
| α4β4 nAChR (Cell-free assay) | 6.3 μM |
| in vitro study | Adiphenine (10 nM-1 mM; 3 min) blocks the function of α1 *-nAChR in a dose-dependent manner in TE671/RD cells, with an IC 50 of 1.9 m. Adiphenine (10 nM-1 mM; 3 min) blocks the function of α3α4 *-nAChR in a dose-dependent manner in SH-SY5Y cells, with an IC 50 of 1.8 m. Adiphenine (10 nM-1 mM; 3 min) blocks the function of α4β2- and α4β4-nAChR in a dose-dependent manner in SH-EP1 cells, with IC 50 s of 3.7 and 6.3 µM, respectively. Adiphenine (50-200µM; 30-60 s) decreases the frequency of ACh-induced single-channel currents in HEK 293 cells. |
| in vivo study | Adiphenine (I. p.) prevents the hindleg-extensor component of maximal electroshock seizures (MES), with an ed 50 of 62 mg/kg in mice. |
Last Update：2024-04-09 20:52:54
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