ChemicalBook > CAS DataBase List > WIN 55,212-2 MESYLATE

WIN 55,212-2 MESYLATE

Product Name
WIN 55,212-2 MESYLATE
CAS No.
131543-23-2
Chemical Name
WIN 55,212-2 MESYLATE
Synonyms
WIN55;CS-754;WIN 55,212-2;212-2Mesylate;WIN552122;WIN-552122;WIN 55,212-2 MESYLATE;R(+)-WIN 55,212-2 MESYLATE;WIN 55212-2 methanesulfonate;(R)-(+)-WIN 55,212-2 mesylate salt;WIN552122;WIN-552122;(R)-(+)-WIN 55212
CBNumber
CB8335502
Molecular Formula
C28H30N2O6S
Formula Weight
522.62
MOL File
131543-23-2.mol
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WIN 55,212-2 MESYLATE Property

storage temp. 
Store at +4°C
solubility 
0.1 M HCl: 0.25 mg/mL
form 
solid
color 
white to off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChIKey
FSGCSTPOPBJYSX-OZYVVJTJNA-N
SMILES
S(O)(=O)(=O)C.C(N1CCOCC1)[C@@H]1COC2=CC=CC3C(C(C4=CC=CC5=CC=CC=C45)=O)=C(C)N1C=32 |&1:12,r|
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W102
Product name
(R)-(+)-WIN 55,212-2 mesylate salt
Purity
≥98% (HPLC)
Packaging
25mg
Price
$446
Updated
2024/03/01
Sigma-Aldrich
Product number
W102
Product name
(R)-(+)-WIN 55,212-2 mesylate salt
Purity
≥98% (HPLC)
Packaging
100mg
Price
$910
Updated
2024/03/01
Cayman Chemical
Product number
10009023
Product name
(+)-WIN 55,212-2 (mesylate)
Purity
≥98%
Packaging
5mg
Price
$46
Updated
2024/03/01
Cayman Chemical
Product number
10009023
Product name
(+)-WIN 55,212-2 (mesylate)
Purity
≥98%
Packaging
10mg
Price
$88
Updated
2024/03/01
Cayman Chemical
Product number
10009023
Product name
(+)-WIN 55,212-2 (mesylate)
Purity
≥98%
Packaging
25mg
Price
$195
Updated
2024/03/01
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WIN 55,212-2 MESYLATE Chemical Properties,Usage,Production

Description

(+)-WIN 55,212-2 (mesylate) is a potent aminoalkylindole cannabinoid (CB) receptor agonist with Ki values of 62.3 and 3.3 nM for human recombinant CB1 and CB2 receptors, respectively. In primary cultures of rat cerebral cortex neurons, (+)-WIN 55,212-2 (mesylate) (0.01-100 nM) increases extracellular glutamate levels, displaying a bell-shaped concentration-response curve. This effect is fully counteracted by rimonabant at a concentration of 10 nM, by decreasing Ca2+ concentrations below 0.2 mM, or by the IP3 receptor antagonist xestospongin C at a concentration of 1 μM. (+)-WIN 55,212-2 (mesylate) induces release of the proinflammatory neuropeptide CGRP from trigeminal ganglion (TG) neurons in a calcium-dependent manner with an EC50 value of 26 μM.

Uses

(R)-(+)-WIN 55,212-2 mesylate salt has been used as a high affinity cannabinoid agonist for intraperitoneal injection into rats to induce behavioural sensitization. It has also been used as a synthetic cannabinoid drug and cannabinoid receptor 1 (CNR1) agonist to treat Becn2+/? mice and wild-type (WT) littermate to analyze the levels of CNR1 in the brain.

General Description

WIN 55,212-2 is a member of the aminoalkylindole class of compounds.

Biological Activity

Nanomolar affinity cannabinoid receptor agonist (K i values are 62.3 and 3.3 nM at the human cloned CB 1 and CB 2 receptors respectively). Also available as part of the Cannabinoid Receptor Agonist Tocriset™ .

Biochem/physiol Actions

It is known to decrease the lipopolysaccharide mediated release of tumor necrosis factor- α and interleukin-1 in mice.

storage

Store at +4°C

References

1) Felder?et al. (1995),?Comparison of the pharmacology and signal transduction of the human cannabinoid CB1?and CB2receptors; Mol. Pharmacol.,?48?443 2) Herzberg?et al. (1997),?The analgesic effects of R(+)-WIN 55,212-2 mesylate, a high affinity cannabinoid agonist in a rat model of neuropathic pain; Neurosci. Lett.,?221?157 3) Bouaboula?et al. (1995),?Activation of mitogen-activated protein kinases by stimulation of the central cannabinoid receptor CB1; Biochem. J.,?312?637

WIN 55,212-2 MESYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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WIN 55,212-2 MESYLATE Suppliers

China 113 China Hong Kong 1 Germany 3 India 1 Japan 2 Switzerland 3 United Kingdom 7 United States 23 Global 153
BIOTREND GmbH
Tel
--
Fax
--
Email
jaeger@biotrend.com
Country
Germany
ProdList
249
Advantage
65
BIOTREND Chemicals AG
Tel
--
Fax
--
Email
info@biotrend.ch
Country
Germany
ProdList
1250
Advantage
62
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
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View Lastest Price from WIN 55,212-2 MESYLATE manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
(+)-Win 55212-2 mesylate 131543-23-2
Price
US $0.00/G
Min. Order
10G
Purity
0.99
Supply Ability
1000g
Release date
2023-10-08
Hebei Kangcang new material Technology Co., LTD
Product
WIN 55212-2 mesylate 131543-23-2
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20
Release date
2024-03-20
Hebei Kangcang new material Technology Co., LTD
Product
WIN 55212-2 mesylate 131543-23-2
Price
US $9.00-60.00/g
Min. Order
10g
Purity
min99%
Supply Ability
10 tons
Release date
2024-03-22

131543-23-2, WIN 55,212-2 MESYLATERelated Search:

SB216763 WIN 54461 7-Methoxy-3-indolecarboxaldehyde 7-Methoxy-1H-indole 2-Methylindole-3-carboxaldehyde 1-Ethyl-2-methylindole 7-Hydroxyindole 3-Acetylindole 3-Morpholinopropanol 1,2-Dimethylindole 1,2-DIMETHYL-1H-INDOLE-3-CARBOXALDEHYDE 1-Methylindole-3-carboxaldehyde [1-[2-(4-Morpholinyl)ethyl]-1H-indol-3-yl]-1-naphthalenylmethanone 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE 2-(1H-PYRROL-1-YL)-1-ETHANAMINE ASISCHEM W99822 2-(1H-INDOL-1-YL)ETHANAMINE 2-(2-METHYL-1H-INDOL-1-YL)ETHANAMINE

  • (+)-WIN 55,212-2 mesylate - CAS 131543-23-2 - Calbiochem
  • CS-754
  • WIN552122;WIN-552122
  • R(+)-WIN 55,212-2 ,MESYLATE HIGH AFFINIT Y CANNABI
  • (R)-(+)-(2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1.2.3-de]-1,4-benzoxazin-6-yl)-1-naphthalenylmethanonemesy
  • 212-2Mesylate
  • WIN55
  • (R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt
  • (R)-(+)-WIN 55,212-2 mesylate salt
  • WIN 552122 mesylate, (R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt
  • (R)-(5-Methyl-3-(MorpholinoMethyl)-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)(naphthalen-1-yl)Methanone
  • (R)-(5-Methyl-3-(MorpholinoMethyl)-2,3-dihydro-[1,4]oxazino[2,3,4-hi]indol-6-yl)(naphthalen-1-yl)Methanone Methanesulfonate
  • (R)-(5-Methyl-3-(morpholinomethyl)-2,3-dihydro-[1,4]oxazino-[2,3,4-hi]indol-6-yl)(naphthalen-1-yl
  • WIN 55212-2 methanesulfonate
  • WIN552122;WIN-552122;(R)-(+)-WIN 55212
  • (R)-(5-Methyl-3-(morpholinomethyl)-2,3-dihydro-[1,4]oxazino-[2,3,4-hi]indol-6-yl)(naphthalen-1
  • (R)-(+)-[2,3-DIHYDRO-5-METHYL-3-(4-MORPHOLINYLMETHYL)PYRROLO[1,2,3-DE]-1,4-BENZOXAZIN-6-YL]-1-NAPHTHALENYLMETHANONE MESYLATE
  • R(+)-[2,3-DIHYDRO-5-METHYL-3-[(MORPHOLINYL)METHYL]PYRROLO[1,2,3-DE]-1,4-BENZOXAZINYL]-(1-NAPHTHALENYL)METHANONE MESYLATE
  • R(+)-WIN 55,212-2 MESYLATE
  • WIN 55,212-2 MESYLATE
  • WIN 55,212-2
  • [(3R)-2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenyl-methanone Monomethanesulfonate
  • (R)-(+)-WIN 55,212-2 mesylate salt >=98% (HPLC)
  • (R)-(+)-2,3-Dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo1,2,3-de-1,4-benzoxazin-6-yl-1-naphthalenylmethan one mesylate
  • 131543-23-2
  • C28H30N2O6S
  • Cannabinoid receptor
  • Cannabinoid