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Basmisanil

Product Name
Basmisanil
CAS No.
1159600-41-5
Chemical Name
Basmisanil
Synonyms
RG-1662;RG 1662;CS-2342;Ladarixin;RO5186582;Basmisanil;Ro-5167679;RG1662;RO5186582;Basmisanil (RG1662);Basmisanil, 10 mM in DMSO
CBNumber
CB63147779
Molecular Formula
C21H20FN3O5S
Formula Weight
445.46
MOL File
1159600-41-5.mol
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Basmisanil Property

Melting point:
141-144°C
Boiling point:
726.6±60.0 °C(Predicted)
Density 
1.388±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
2.07±0.22(Predicted)
form 
Solid
color 
White
InChI
InChI=1S/C21H20FN3O5S/c1-14-18(20(24-30-14)15-2-5-17(22)6-3-15)13-29-19-7-4-16(12-23-19)21(26)25-8-10-31(27,28)11-9-25/h2-7,12H,8-11,13H2,1H3
InChIKey
VCGRFBXVSFAGGA-UHFFFAOYSA-N
SMILES
C(N1CCS(=O)(=O)CC1)(C1=CC=C(OCC2=C(C)ON=C2C2=CC=C(F)C=C2)N=C1)=O
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
21137
Product name
Basmisanil
Purity
≥95%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
21137
Product name
Basmisanil
Purity
≥95%
Packaging
5mg
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
21137
Product name
Basmisanil
Purity
≥95%
Packaging
10mg
Price
$283
Updated
2024/03/01
Cayman Chemical
Product number
21137
Product name
Basmisanil
Purity
≥95%
Packaging
25mg
Price
$618
Updated
2024/03/01
TRC
Product number
B118715
Product name
Basmisanil
Packaging
5mg
Price
$110
Updated
2021/12/16
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Basmisanil Chemical Properties,Usage,Production

Uses

Basmisanil is a highly selective GABAAα5 negative allosteric modulator.

Synthesis

1159600-32-4

59801-62-6

1159600-41-5

1) 6-[3-(4-fluorophenyl)-5-methylisoxazol-4-ylmethoxy]nicotinic acid (23.0 g, 70.1 mmol) and 1,1'-carbonyldiimidazole (15.3 g, 94.6 mmol, 1.35 eq.) were dissolved in THF (120 mL), and the reaction mixture was stirred for 1 hour at room temperature. 2) The above solution was slowly added to a suspension of THF (120 mL) containing thiomorpholine-1,1 -dioxide hydrochloride (16.9 g, 98.5 mmol), DMAP (400 mg, 3.27 mmol) and triethylamine (9.78 g, 96.7 mmol). 3) The reaction mixture was heated to reflux temperature and stirred continuously at this temperature for 50 hours. 4) Upon completion of the reaction, the mixture was cooled to room temperature and then water (300 mL) was slowly added over a period of 1 hour. 5) THF was removed by distillation under reduced pressure at 60 °C, while solvent replacement was carried out by successive addition of ethanol (426 g) in a constant volume. 6) The resulting suspension was cooled to room temperature and stirring was continued for 2 hours. 7) The crystals were collected by filtration and washed with a mixture of ethanol (100 mL) and water (100 mL). 8) Drying to constant weight at 55 °C/<25 mbar afforded 28.9 g (92% yield) of the target product (1,1-dioxothiomorpholine)(6-((3-(4-fluorophenyl)-5-methylisoxazol-4-yl)methoxy)pyridin-3-yl)methanone as a colorless solid with a purity of 99.7% (area) as determined by HPLC.

in vivo

Basmisanil (3-100 mg/kg, p.o.) occupies GABAA-α receptor in dose-dependent in rat brain[1].
Basmisanil (3-600 mg/kg p.o.) improves cognition in rats and non.human primates and not show anxiogenic or proconvulsant effects[1].

Animal Model:Sprague Dawley rats[1]
(180 g; female)
Dosage:3-100 mg/kg
Administration:p.o.
Result:Decreased the binding of [3H]-Ro 15-4513 in a dose-dependent manner.
Reduced specific binding in the hippocampus by 70% at the highest dose (100 mg/kg).
Animal Model:Lister Hooded rats, Wistar rats and F-344 Fischer rats [1]
(Lister Hooded rats: 220-250 g; male)
(Wistar rats: 200-220 g; male and female)
(F-344 Fischer rats: 170-180 g; male)
Dosage:3-600 mg/kg
Administration:p.o.
Result:Significantly attenuated the diazepam-induced deficit.
Showed plasma concentrations in dose- and time-dependent manner and reached a maximal level of 903 ng/mL (379 nM free plasma) 30 min after the administration at 10 mg/kg.
Animal Model:Male cynomolgus macaques[1]
(Macaca fascicularis; 7-10 kg)
Dosage:1-600 mg/kg
Administration:p.o.
Result:Significantly improved the percentage of correct first reaches during difficult trials of the object retrieval task at the 3 and 10 mg/kg doses.
Exhibited an inverted U-shaped dose response in this paradigm with the 1 and 30 mg/kg doses producing no marked improvement on performance.
Increased the total plasma exposure in dose-dependent.

References

[1] Patent: US2013/102778, 2013, A1. Location in patent: Paragraph 0280; 0281; 0282
[2] Patent: WO2013/57123, 2013, A1. Location in patent: Page/Page column 51; 52
[3] Patent: US2013/172329, 2013, A1. Location in patent: Paragraph 0263
[4] Patent: WO2013/57124, 2013, A1. Location in patent: Page/Page column 38; 39
[5] Patent: EP2792360, 2014, A1. Location in patent: Paragraph 0176

Basmisanil Preparation Products And Raw materials

Raw materials

Preparation Products

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Basmisanil Suppliers

China 73 India 1 United States 12 Global 86
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
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4861
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58
Musechem
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+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
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United States
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4660
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TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
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58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
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58
Cckinase, Inc.
Tel
+1 (732)236-3202
Email
sales@cckinase.com
Country
United States
ProdList
2738
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58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19552
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58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
52923
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354;
Email
support@targetmol.com
Country
United States
ProdList
39035
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58
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
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65
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
United States Biological
Tel
--
Fax
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Email
chemicals@usbio.net
Country
United States
ProdList
6214
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Combi-Blocks Inc.
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Email
sales@combi-blocks.com
Country
United States
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6618
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View Lastest Price from Basmisanil manufacturers

Hong Kong Tiansheng New Material Trading Co., Ltd
Product
basmisanil 1159600-41-5
Price
US $100.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
98%
Supply Ability
10KG
Release date
2021-09-13
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
basmisanil 1159600-41-5
Price
US $100.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
10kg
Release date
2021-09-15
Career Henan Chemical Co
Product
Basmisanil 1159600-41-5
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
2tons
Release date
2019-12-19

1159600-41-5, BasmisanilRelated Search:


  • (1,1-dioxo-1λ6-thiomorpholin-4-yl)-{6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-methanone
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  • RG 1662
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  • (1,1-Dioxidothiomorpholino)(6-((3-(4-fluorophenyl)-5-methylisoxazol-4-yl)methoxy)pyridin-3-yl)methanone
  • Basmisanil, 10 mM in DMSO
  • Ro-5167679
  • 1159600-41-5