ABT-594 - CAS 198283-73-7
Catalog number: 198283-73-7
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C9H11ClN2O
Molecular Weight:
198.65
COA:
Inquire
Targets:
nAChR
Description:
ABT-594, also called as Tebanicline, the (R)-enantiomer of A-98593, is a potent synthetic non-opioid nicotinic analgesic drug. ABT-594 is a novel nAChR ligan which is shown to exert potent analgesic action in models of nociceptive and persistent pain and to possess substantially reduced activity at peripheral nAChRs.
Publictions citing BOC Sciences Products
  • >> More
Brife Description:
An analgesic agent
Appearance:
Solid powder
Synonyms:
5-[[(2R)-azetidin-2-yl]methoxy]-2-chloropyridine; Tebanicline; ABT-594; ABT 594; ABT594; Ebanicline
Solubility:
Soluble in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -42℃ for long term (months to years).
MSDS:
Inquire
Shelf Life:
2 years
Boiling Point:
321.1±22.0 °C | Condition: Press: 760 Torr
Melting Point:
116-117 °C
Density:
1.228±0.06 g/cm3
InChIKey:
MKTAGSRKQIGEBH-SSDOTTSWSA-N
InChI:
1S/C9H11ClN2O/c10-9-2-1-8(5-12-9)13-6-7-3-4-11-7/h1-2,5,7,11H,3-4,6H2/t7-/m1/s1
Canonical SMILES:
C1CNC1COC2=CN=C(C=C2)Cl
1.Antinociceptive activity of α4β2* neuronal nicotinic receptor agonist A-366833 in experimental models of neuropathic and inflammatory pain.
Nirogi R1, Jabaris SL, Jayarajan P, Abraham R, Shanmuganathan D, Rasheed MA, Royapalley PK, Goura V. Eur J Pharmacol. 2011 Oct 1;668(1-2):155-62. doi: 10.1016/j.ejphar.2011.06.032. Epub 2011 Jul 3.
Nerve injury, diabetes and cancer therapies are often associated with painful neuropathy. The mechanism underlying neuropathic pain remains poorly understood. The current therapies have limited efficacy and are associated with dose-limiting side effects. Compounds which act at nicotinic acetylcholine receptors have also been reported to show antinociceptive activity. Among those, tebanicline (ABT-594) a potent nicotinic acetylcholine receptor agonist demonstrated analgesic effects across a broad range of preclinical models of nociceptive and neuropathic pain. Another nicotinic acetylcholine receptor agonist, 5-[(1R,5S)-3,6-Diazabicyclo[3.2.0]heptan-6-yl]nicotinonitrile (A-366833) from the same group produced significant antinociceptive effects in writhing pain (abdominal constriction), acute thermal pain (hot box), persistent chemical pain (formalin induced) and neuropathic pain. In the present study, we have demonstrated the efficacy of A-366833 in rat models of chronic constriction injury, partial sciatic nerve ligation, spinal nerve ligation, diabetes, chemotherapy induced neuropathic pain and complete Freund's adjuvant induced inflammatory pain.
2.Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors.
Sippy KB1, Anderson DJ, Bunnelle WH, Hutchins CW, Schrimpf MR. Bioorg Med Chem Lett. 2009 Mar 15;19(6):1682-5. doi: 10.1016/j.bmcl.2009.01.099. Epub 2009 Feb 4.
Several N-pyridin-3-yl spirobicyclic diamines, designed as conformationally restricted analogs of tebanicline (ABT-594), were synthesized as novel ligands for nicotinic acetylcholine receptors (nAChR). The spirocyclic compounds exhibited weaker binding affinity, than other constrained analogs in accord with a pharmacophore model. Nevertheless, some (1a, 1b) possessed (partial) agonist potencies comparable to nicotine at the alpha4beta2 subtype, but with greatly improved selectivity relative to the alpha3beta4* nAChR.
3.3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: synthesis and analgesic activity.
Baraznenok IL1, Jonsson E, Claesson A. Bioorg Med Chem Lett. 2005 Mar 15;15(6):1637-40.
We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related nAChR Products


CAS 478148-58-2 PHA 543613 dihydrochloride

PHA 543613 dihydrochloride
(CAS: 478148-58-2)

PHA 543613 dihydrochloride is a potent and selective α7 nicotinic acetylcholine receptor (nAChR) agonist with rapid brain penetration and high oral bioavailabil...

CAS 123464-89-1 PNU-282987

PNU-282987
(CAS: 123464-89-1)

Highly selective α7 nAChR agonist (Ki = 26 nM) displaying negligible blockade of α1β1γδ and α3β4 nAChRs (IC50 ≥ 60 μM). Found to be inactive against a panel of ...

CAS 52-62-0 Pentolinium Tartrate

Pentolinium Tartrate
(CAS: 52-62-0)

Pentolonium tartrate is the tartrate salt form of pentolinium, which is a ganglionic blocking agent and acts as a nicotinic acetylcholine receptor antagonist. I...

CP-810123
(CAS: 439608-12-5)

CP-810123 is a novel alpha 7 nAChR agonist with potential treatment for cognitive deficits associated with psychiatric or neurological conditions including schi...

CAS 1508-76-5 Procyclidine hydrochloride

Procyclidine hydrochloride
(CAS: 1508-76-5)

The hydrochloride salt form of Procyclidine which has been found to be a muscarinic antagonist that could be effective against Parkinson's disease and some rela...

Facinicline
(CAS: 677306-35-3)

Facinicline is a partial agonist of the nicotinic alpha-7 (α7) receptor. It is used for the oral treatment of Alzheimer's. It was being co-developed by Roche an...

Nelonicline
(CAS: 1026134-63-3)

Nelonicline is an Alpha7 nicotinic acetylcholine receptor(nAChR) agonist and Nicotinic acetylcholine receptor agonist. It plays a key role in inflammatory proce...

CAS 134-63-4 α-Lobeline Hydrochcloride

α-Lobeline Hydrochcloride
(CAS: 134-63-4)

The hydrochloride salt form of α-Lobeline, a nicotinic receptor agonist, could be used against asphyxia and respiratory failure.

Bradanicline hydrochloride
(CAS: 1111941-90-2)

Bradanicline hydrochloride is Alpha-7 Nicotinic Receptor Agonist. It showed cognitive enhancing effects in animal studies, and was being developed as a potentia...

CAS 15585-43-0 RJR-2403

RJR-2403
(CAS: 15585-43-0)

At concentrations up to 1 mM, RJR-2403 does not significantly activate nAChRs in PC12 cells, muscle type nAChRs or muscarinic receptors. Dose-response curves fo...

CAS 220662-95-3 RJR-2403 oxalate

RJR-2403 oxalate
(CAS: 220662-95-3)

A neuronal nicotinic receptor agonist, showing high selectivity for the α4β2 subtype (Ki values are 26 and 36000 nM for α4β2 and α7 receptors respectively). Act...

CAS 203564-54-9 Tebanicline hydrochloride

Tebanicline hydrochloride
(CAS: 203564-54-9)

Tebanicline hydrochloride is the hydrochloride salt of Tebanicline (ABT-594) which is a neuronal nicotinic acetyl-choline receptor agonist and has been describe...

CP-601932
(CAS: 357425-68-4)

CP-601932 is a CNS-penetrant, high affinity, and selective α(4) β(2) nicotinic acetylcholine receptors partial agonist.

CAS 485-35-8 Cytisine

Cytisine
(CAS: 485-35-8)

Cytisine is a nicotinic acetylcholine receptor (nAChR) agonist. It has been used medically to help with smoking cessation.

CAS 375815-87-5 Varenicline Tartrate

Varenicline Tartrate
(CAS: 375815-87-5)

Varenicline (trade name Chantix in the USA and Champix in Canada, Europe and other countries, marketed by Pfizer, usually in the form of varenicline tartrate), ...

CAS 1476807-74-5 GAT107

GAT107
(CAS: 1476807-74-5)

GAT107 is an allosteric agonist (EC50 value 28 μM) and positive allosteric modulator (PAM) of α7 nicotinic acetylcholine receptors (nAChR). GAT107 is the bioact...

CAS 15500-66-0 Pancuronium dibromide

Pancuronium dibromide
(CAS: 15500-66-0)

Pancuronium results in open channel block of embryonic-type nicotinic acetylcholine receptor channels after coapplication of blocker and acetylcholine。

CAS 1000279-69-5 A-867744

A-867744
(CAS: 1000279-69-5)

A-867744 is a positive allosteric modulator of α7 nAChRs (IC50 values are 0.98 and 1.12 μM for human and rat α7 receptor ACh-evoked currents respectively, in X....

CAS 2468-21-5 Catharanthine

Catharanthine
(CAS: 2468-21-5)

Catharanthine inhibits nicotinic receptor mediated diaphragm contractions with IC50 of 59.6 μM.

CP-601927
(CAS: 357425-02-6)

CP-601927 is a CNS-penetrant, high affinity, and selective nicotinic acetylcholine receptor (nAChR) agonist.

Chemical Structure

CAS 198283-73-7 ABT-594

Quick Inquiry

Verification code

Featured Items