ChemicalBook > CAS DataBase List > Xaliproden hydrochloride

Xaliproden hydrochloride

Product Name
Xaliproden hydrochloride
CAS No.
90494-79-4
Chemical Name
Xaliproden hydrochloride
Synonyms
SR 57746A;Xaliproden HCl;XALIPRODEN HYDROCHLORIDE;WVHBEIJGAINUBW-UHFFFAOYSA-N;Xaliproden hydrochloride NEW;1-(2-naphthalen-2-ylethyl)-4-[3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-pyridine,hydrochloride;1,2,3,6-TETRAHYDRO-1-[2-(2-NAPHTHALENYL)ETHYL]-4-[3-(TRIFLUOROMETHYL)PHENYL]-PYRIDINE HYDROCHLORIDE;SR-57746A, 1,2,3,6-Tetrahydro-1-[2-(2-naphthalenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]pyridine hydrochloride;5-HT Receptor,Xaliproden hydrochloride,SR57746A,Serotonin Receptor,dopamine,inhibit,SR57746,Inhibitor,Xaliproden,5-hydroxytryptamine Receptor,Dopamine Receptor,neurodegenerative,anti-anxiety,SR 57746,anti-depression,5-HT1A,SR-57746
CBNumber
CB9845345
Molecular Formula
C24H23ClF3N
Formula Weight
417.9
MOL File
90494-79-4.mol
More
Less

Xaliproden hydrochloride Property

Melting point:
255-260°
storage temp. 
2-8°C
solubility 
DMSO: ≥5mg/mL
form 
solid
color 
white to off-white
More
Less

Safety

WGK Germany 
3
RTECS 
UT8405666
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P330Rinse mouth.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
X4879
Product name
Xaliproden hydrochloride
Purity
≥97% (HPLC), solid
Packaging
5mg
Price
$160
Updated
2024/03/01
Sigma-Aldrich
Product number
X4879
Product name
Xaliproden hydrochloride
Purity
≥97% (HPLC), solid
Packaging
25mg
Price
$507
Updated
2024/03/01
Tocris
Product number
2491
Product name
Xaliproden hydrochloride
Purity
≥99%(HPLC)
Packaging
50
Price
$683
Updated
2021/12/16
Tocris
Product number
2491
Product name
Xaliproden hydrochloride
Purity
≥99%(HPLC)
Packaging
10
Price
$167
Updated
2021/12/16
TRC
Product number
X499700
Product name
Xaliproden
Packaging
1mg
Price
$160
Updated
2021/12/16
More
Less

Xaliproden hydrochloride Chemical Properties,Usage,Production

Originator

Xaliproden hydrochloride,Sanofi (Sanofi- Aventis)

Uses

Xaliproden is a 5-HT1A agonist used in the treatment of allodynia.

Definition

ChEBI: Xaliproden hydrochloride is a member of naphthalenes.

Manufacturing Process

A solution of 27.8 kg of 2-naphthylacetic acid in 95 L of tetrahydrofuran is added, at a temperature below 20°C to a mixture of 27.5 L of tetrahydrofuran and 10.0 kg of lithium aluminum hydride. The mixture is cooled to 0°C and the following are then added slowly: firstly 10 L of water, then a solution of 1.5 kg of sodium hydroxide in 10 L of water, and finally 30 L of water. The salts which separate out are washed with 160 L of tetrahydrofuran and then filtered off. The combined tetrahydrofuran solutions are evaporated and the 24.5 kg of 2-(2-naphthyl)ethanol are obtained.
The 2-(2-naphthyl)ethanol is treated with 138 L of concentrated hydrobromic acid. The mixture is refluxed for 5 h and allowed to return to room temperature, with stirring, and the product obtained is then filtered off and washed with water. The moist product is dissolved in 147 L of isopropanol under reflux, about 75 L of solvent are removed by distillation and the mixture is allowed to cool overnight. The product which has crystallized is filtered off, washed with previously cooled isopropanol and dried under vacuum at 40°C. So the 2-(2-bromoethyl)naphthalene is obtained (yield: 81%, calculated relative to the starting naphthylacetic acid).
A mixture of 12.5 g of 2-(2-bromoethyl)naphthalene, 14.0 g of 4-(3- trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride, 4.34 g of sodium hydroxide, 135 ml of water and 95 ml of 95% ethanol is refluxed for 5 h, the reaction mixture is subsequently allowed to cool to room temperature overnight and then filtered and the product isolated in this way is washed with water and dried under vacuum at 50°C to give 1-[2-(2-naphthyl)ethyl]-4-(3- trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine (yield of 90%, calculated relative to the starting 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride).

Therapeutic Function

Serotonin antagonist, Nootropic

Biological Activity

Orally active, full agonist at 5-HT 1A receptors. Binds rat 5-HT 1A with high affinity (K i = 2.0 nM) and is > 300-fold selective over other 5-HT receptor subtypes (IC 50 > 650 nM). Increases motoneuron survival and promotes effects of NGF on neurite outgrowth in vitro . Displays neurotrophic activity in several neurodegenerative models in vivo .

Xaliproden hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Xaliproden hydrochloride Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Shanghai Changyan Chem & Tech Co., Ltd.
Tel
021-20242659 18930833303
Fax
+86 (21) 2024-2659
Email
Sales@changyanchem.cn
Country
China
ProdList
5010
Advantage
55
Shanghai Chaolan Chemical Technology Center
Tel
021-QQ:65489617 15618227136
Fax
21-5161 9052
Email
Sales@ATKchemical.com
Country
China
ProdList
7295
Advantage
58
Shanghai SuperLan Chemcial Technique Centre
Tel
021-2022843681 15618226720
Fax
+86-21-51601218
Email
lucy@atkchemical.com
Country
China
ProdList
9952
Advantage
58
Chengdu Saint - Kay Biotechnology Co., Ltd.
Tel
028-85157043 15882256948
Email
676046971@qq.com
Country
China
ProdList
4397
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Changzhou Chenhong Biotechnology Co., Ltd.
Tel
0519-85788828 13775037613
Email
sales@chemrenpharm.com
Country
China
ProdList
3600
Advantage
58

90494-79-4, Xaliproden hydrochlorideRelated Search:


  • 1,2,3,6-TETRAHYDRO-1-[2-(2-NAPHTHALENYL)ETHYL]-4-[3-(TRIFLUOROMETHYL)PHENYL]-PYRIDINE HYDROCHLORIDE
  • XALIPRODEN HYDROCHLORIDE
  • SR-57746A, 1,2,3,6-Tetrahydro-1-[2-(2-naphthalenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]pyridine hydrochloride
  • SR 57746A
  • WVHBEIJGAINUBW-UHFFFAOYSA-N
  • 1-(2-naphthalen-2-ylethyl)-4-[3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-pyridine,hydrochloride
  • Xaliproden hydrochloride NEW
  • Xaliproden HCl
  • 5-HT Receptor,Xaliproden hydrochloride,SR57746A,Serotonin Receptor,dopamine,inhibit,SR57746,Inhibitor,Xaliproden,5-hydroxytryptamine Receptor,Dopamine Receptor,neurodegenerative,anti-anxiety,SR 57746,anti-depression,5-HT1A,SR-57746
  • 90494-79-4
  • C24N22F3NHCl
  • C24H23ClF3N
  • C24H22F3NHCl
  • chem-chemical