CAS Number139290-65-6
Synonyms(R)-(2,3-Dimethoxyphenyl){1-[2-(4-fluorophenyl)ethyl]-4-piperidinyl}methanol; (R)-(2,3-dimethoxyphenyl){1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl}methanol; Volinanserin Hydrochloride Salt; MDL-100,907; Volinanserin
Molecular FormulaC22H28FNO3
Molecular Weight373.46
Purity≥98 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point499.4±45.0 °C at 760 mmHg
Melting Point89-91ºC
Appearancepowder
EINECS0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 139290-65-6 |
| Catalog No. | 2A-1099116 |
| Chinese Name | 氟利色林 |
| Synonyms | (R)-(2,3-Dimethoxyphenyl){1-[2-(4-fluorophenyl)ethyl]-4-piperidinyl}methanol; (R)-(2,3-dimethoxyphenyl){1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl}methanol; Volinanserin Hydrochloride Salt; MDL-100,907; Volinanserin |
| Molecular Formula | C22H28FNO3 |
| Molecular Weight | 373.46 |
| Purity | ≥98 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 499.4±45.0 °C at 760 mmHg |
| Melting Point | 89-91ºC |
| Appearance | powder |
| Storage Condition | 2-8℃ |
| Application | Volinanserin is a potent and selective 5-HT2 receptor antagonist with a Ki value of 0.36 nM and is 300 times more selective than 5-HT1c, alpha-1 and DA D2 receptors, and can be used in the study of ps |
| EINECS | 0 |
| HTC | 2933399090 |
| UN(IATA) | 0 |
| PubChem ID | 329817971 |
| MDL Number | MFCD00909060 |
| SMILES | COc1cccc([C@H](O)C2CCN(CC2)CCc3ccc(F)cc3)c1OC |
| InChI | 1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16/h3-9,17,21,25H,10-15H2,1-2H3/t21-/m1/s1 |
| InChI Key | HXTGXYRHXAGCFP-OAQYLSRUSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/99116_1_139290_65_6.pdf |
| Bioactivity | Volinanserin is a potent and selective antagonist of 5-HT2 receptor, with a Ki of 0.36 nM, and shows 300-fold selectivity for 5-HT2 receptor over 5-HT1c, alpha-1 and DA D2 receptors. Volinanserin has antipsychotic activity. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease Target Ki: 0.36 nM (5-HT2 receptor)[1] In Vitro Volinanserin (MDL 100907) is a potent antagonist at the 5-HT2 receptor, with a Ki of 0.36 nM, and shows 300-fold selectivity for 5-HT2 receptor over 5-HT1c receptor, alpha-1 and DA D2 receptors. Volinanserin has antipsychotic activity[1]. In Vivo Volinanserin (MDL 100907; 0.008-2.0 mg/kg, i.p.) significantly decreases d-amphetamine-stimulated locomotor activity in mice, with an ED50 of 0.3 mg/kg, but shows no obvious reduction in the base-line locomotor activity in mice. Volinanserin produces atalepsy with an ED50 of 10-50 mg/kg in rats. Volinanserin does not reduces apomorphine-induced stereotypies or produces catalepsy in rats[1]. Volinanserin (M100907) combined with MK-801 significantly decreases reinforcers at 1 μg/kg, but dose-dependently (10, 100 μg/kg) antagonizes the disruptive effect of MK-801 in rats via i.p. administration. Volinanserin (6.25 μg/kg) enhances the antidepressant-like action of desipramine in rats performing under a DRL 72-s schedule, and elevates the antidepressant-like effect of tranylcypromine[2]. Animal Admin Mice[1] To measure the effects the test compounds alone on spontaneous locomotor activity, mice are injected i.p. with the test compounds, placed singly into clear Plexiglas test cages (16 × 16 × 8 inches) and are allowed to acclimatize for 30 mm. Six mice per dose for each of the six doses are tested for Volinanserin (0.008-2.0 mg/kg), amperozide and haloperidol. Twelve mice per dose for six doses are tested for clozapine. Sixty animals are given vehicle in these experiments. Thereafter, the boxes are placed in the activity monitors and measurements are taken for 30 mm. To measure the effects of various pretreatments on amphetamine stimulated motor activity, mice (four per test box) are acclimatized for 90 mm to reduce the level of spontaneous activity of the controls. The mice are then injected with amphetamine (2 mg/kg i.p.) as well as the test compounds, returned to the activity boxes and tested for 90 mm. In these experiments 16 mice per dose are tested for the 9 doses of Volinanserin and 16 mice per dose are tested for each of 6 doses for amperozide, clozapine and haloperidol. One hundred forty four mice received vehicle in these experiments[1]. Rats[1] Drugs and doses used are clozapine (1, 10 and 50 mg/kg) or Volinanserin (1, 10 and 50 mg/kg), amperozide (1, 10 and 50 mg/kg) and haloperidol (0.1, 0.3 and 1.0 mg/kg). Five rats per dose are used in these experiments and five rats receive vehicle. Rats are dosed i.p. and, 30 mm later, each rat is placed gently into a clear Plexiglas enclosure (30 × 30 × 15 cm) so that both front limbs rested on top of a horizontal aluminum rod (1.2 cm in diameter). The rod is centered across the plastic enclosure at a height of 7 cm above the floor. The time each rat remained with its hind legs on the floor while the front limbs are elevated on the rod is recorded to the nearest second. Data are analyzed by using analysis of variance followed by appropriate post-hoc tests[1]. References [1]. Sorensen SM, et al. Characterization of the 5-HT2 receptor antagonist MDL 100907 as a putative atypical antipsychotic: behavioral, electrophysiological and neurochemical studies. J Pharmacol Exp Ther. 1993 Aug;266(2):684-91. [2]. Ardayfio PA, et al. The 5-hydroxytryptamine2A receptor antagonist R-(+)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl-4-piperidinemethanol (M100907) attenuates impulsivity after both drug-induced disruption (dizocilpine) and enhancement (antidepressant drugs) of differential-reinforcement-of-low-rate 72-s behavior in the rat. J Pharmacol Exp Ther. 2008 Dec;327(3):891-7. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 499.4±45.0 °C at 760 mmHg Melting Point 89-91ºC Molecular Formula C22H28FNO3 Molecular Weight 373.461 Flash Point 255.8±28.7 °C Exact Mass 373.205322 PSA 41.93000 LogP 3.56 Vapour Pressure 0.0±1.3 mmHg at 25°C Index of Refraction 1.557 InChIKey HXTGXYRHXAGCFP-OAQYLSRUSA-N SMILES COc1cccc(C(O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC Storage condition 2-8℃ |
| Use of | Properties Articles28 Name volinanserin Synonym More Synonyms Volinanserin Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Research Areas >> Neurological Disease Ki: 0.36 nM (5-HT2 receptor)[1] References [1]. Sorensen SM, et al. Characterization of the 5-HT2 receptor antagonist MDL 100907 as a putative atypical antipsychotic: behavioral, electrophysiological and neurochemical studies. J Pharmacol Exp Ther. 1993 Aug;266(2):684-91. [2]. Ardayfio PA, et al. The 5-hydroxytryptamine2A receptor antagonist R-(+)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl-4-piperidinemethanol (M100907) attenuates impulsivity after both drug-induced disruption (dizocilpine) and enhancement (antidepressant drugs) of differential-reinforcement-of-low-rate 72-s behavior in the rat. J Pharmacol Exp Ther. 2008 Dec;327(3):891-7. Chemical & Physical Properties Molecular Formula C22H28FNO3 Exact Mass 373.205322 PSA 41.93000 Index of Refraction 1.557 InChIKey HXTGXYRHXAGCFP-OAQYLSRUSA-N Storage condition 2-8℃ |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (M100907) IMDG Code: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (M100907) International Air Transport Hazardous Regulations: Environmentally hazardous substance, solid, n.o.s. (M100907) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 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 Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special precautions for users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3), |
| Related Products in Pharmaceutical Intermediates | ||
|---|---|---|
| (R)-(+)-2-HYDROXY-2'-METHOXY-1,1'-BI-NAPHTHOL | 79547-82-3 | 2A-0099068 |
| (R)-(+)-3-HYDROXYBUTYROLACETONE | 32082-74-9 | 2A-0099073 |
| (R)-(1-METHYLPIPERIDIN-2-YL)METHANOL | 68474-13-5 | 2A-0099111 |
| (R)-(1-METHYLPYRROLIDIN-2-YL)DIPHENYLMETHANOL | 144119-12-0 | 2A-0099112 |
| (R)-(1-METHYLPYRROLIDIN-3-YL)METHANOL | 1210935-33-3 | 2A-0099113 |
| (R)-(4-BENZYLMORPHOLIN-2-YL)METHANOL | 943442-96-4 | 2A-0099119 |
| (R)-(4-BENZYLMORPHOLIN-3-YL)METHANOL | 101376-26-5 | 2A-0099120 |
| (R)-(6-BROMO-2,3-DIHYDROBENZO[B][1,4]DIOXIN-2-YL)METHANOL | 1263285-26-2 | 2A-0099125 |
| (R)-(9H-FLUOREN-9-YL)METHYL (1-HYDROXYPROPAN-2-YL)CARBAMATE | 202751-95-9 | 2A-0099126 |
| (R)-(9H-FLUOREN-9-YL)METHYL 2-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE | 215178-45-3 | 2A-0099127 |
| Browse all Pharmaceutical Intermediates products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS