Sb-742457
- Product Name
- Sb-742457
- CAS No.
- 607742-69-8
- Chemical Name
- Sb-742457
- Synonyms
- CS-579;RVT-101;CS-2723;Sb-742457;Sb 742457;Gsk 742457;SB742457 ，S2894;SB-742457(RVT-101);Sb-742457 USP/EP/BP;SB 742457/GSK 742457
- CBNumber
- CB92495263
- Molecular Formula
- C19H19N3O2S
- Formula Weight
- 353.44
- MOL File
- 607742-69-8.mol
Sb-742457 Property
- Boiling point:
- 608.3±45.0 °C(Predicted)
- Density
- 1.292
- storage temp.
- Store at -20°C
- solubility
- insoluble in H2O; ≥17.65 mg/mL in DMSO; ≥2.13 mg/mL in EtOH with gentle warming and ultrasonic
- form
- solid
- pka
- 8+-.0.10(Predicted)
- color
- Light yellow to yellow
- InChI
- InChI=1S/C19H19N3O2S/c23-25(24,16-6-2-1-3-7-16)17-13-15-5-4-8-18(19(15)21-14-17)22-11-9-20-10-12-22/h1-8,13-14,20H,9-12H2
- InChIKey
- JJZFWROHYSMCMU-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=CC=2N2CCNCC2)C=C(S(C2=CC=CC=C2)(=O)=O)C=1
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 22200
- Product name
- SB-742457
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 22200
- Product name
- SB-742457
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $169
- Updated
- 2024/03/01
- Product number
- 22200
- Product name
- SB-742457
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $319
- Updated
- 2024/03/01
- Product number
- 22200
- Product name
- SB-742457
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $704
- Updated
- 2024/03/01
- Product number
- CS-1087
- Product name
- Intepirdine
- Purity
- 98.92%
- Packaging
- 100mg
- Price
- $1100
- Updated
- 2021/12/16
Sb-742457 Chemical Properties,Usage,Production
Description
SB-742457 is an orally bioavailable antagonist of the serotonin (5-HT) receptor subtype 5-HT6 (Ki = 1.4 nM). SB-742457 (1 μM) also binds to 5-HT1B, 5-HT2A, 5-HT2B, and 5-HT2C receptors with high affinity. SB-742457 reduces 5-HT6 activation of Gs-mediated cAMP production in a concentration-dependent manner with an EC50 value of 21 nM in NG108-15 neuroblastoma cells. In vivo, SB-742457 (1.5 mg/kg, p.o.) reverses deficits in novel object recognition induced by scopolamine in rats. It also reverses age-induced impairments in spatial memory acquisition and retention in rats in the Morris water maze. SB-742457 (3.0 mg/kg, i.p.) reduces the number of licking bouts by 24% compared with control in rats trained to lick a glucose solution, indicating a role in satiety and obesity management.
Uses
SB 742457 is a selective 5-HT6 receptor antagonist which is known to be involved in improving cognitive function.
Synthesis
110-85-0
607743-09-9
607742-69-8
To a 100 mL three-neck flask was added Pd2(dba)3 (174 mg, 0.19 mmol, 0.03 equiv), 8-iodo-3-benzenesulfonylquinoline (2.5 g, 6.33 mmol), 1,1'-bis(diphenylphosphino)ferrocene (316 mg, 0.57 mmol), sodium tert-butoxide (851 mg, 8.86 mmol, 1.4 equivalents) and piperazine (2.72 g, 31.6 mmol, 5 equivalents). The flask was evacuated and displaced 4 times with nitrogen, then anhydrous 1,4-dioxane (17.5 mL, 7 vol) was added. The mixture was stirred and heated to 40 °C for 16 hours of reaction. After completion of the reaction, the dark solution was cooled to room temperature, dichloromethane (12.5 mL) was added and washed with deionized water (12.5 mL). The aqueous phase was extracted with dichloromethane and the combined organic phases were extracted with 5 M HCl (2 x 12.5 mL). The combined aqueous phases were washed with dichloromethane (2.5 mL) and transferred to a conical flask, dichloromethane (12.5 mL) was added and the flask was cooled in an ice water bath. An aqueous 1 M sodium hydroxide solution (13 mL) was added with stirring and the mixture was then stirred at room temperature until all solids were dissolved. The lower organic phase was separated, the aqueous phase was extracted with dichloromethane (7.5 mL), and the combined organic phases were concentrated under reduced pressure to about 5 mL. Crystallization was induced by the addition of iso-octane (2.5 mL) to the dark brown solution, and the mixture was stirred at room temperature for 5 minutes, followed by the slow addition of iso-octane (22.5 mL) over a 5 minute period. The mixture was aged at room temperature for 1.5 hours, then cooled in an ice water bath for 30 minutes, filtered and the filter cake was washed with isooctane (5 mL). The filter cake was dried under reduced pressure to afford the target product 3-(phenylsulfonyl)-8-(piperazin-1-yl)quinoline (1.67 g, 75% yield).1H NMR (CDCl3) δ: 1.6 (1H, bs), 3.18 (4H, m), 3.34 (4H, m), 7.27 (1H, m), 7.49-7.60 (5H, m), 8.01 (2H, dd), 8.75 (1H, d), 9.21 (1H, d).
target
5-HT6
IC 50
5-HT6 Receptor: 9.63 (pKi)
References
[1] aaron t. t. chuang, andrew foley, perdita l. pugh, david sunter, xin tong, ciaran regan, lee a. dawson, andrew d. medhurst, neil upton.5-ht6 receptor antagonist sb-742457 as a novel cognitive enhancing agent for alzheimer’s disease. alzheimer's & dementia: the journal of the alzheimer's association volume 2, issue 3, supplement, pages s631–s632, july 2006
Sb-742457 Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Sb-742457 manufacturers
- Product
- Sb-742457 607742-69-8
- Price
- US $2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2018-12-24