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MedKoo Cat#: 532646 | Name: SB-206553 HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

SB 206553 HCl is a potent and selective 5-HT2B/5-HT2C receptor antagonist (rat 5-HT2B pA2 = 8.89, human 5-HT2C pKi = 7.92). It displays > 80-fold selectivity over all other 5-HT receptor subtypes and a variety of other receptors (pKi < 6).

Chemical Structure

SB-206553 HCl
SB-206553 HCl
CAS#1197334-04-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 532646

Name: SB-206553 HCl

CAS#: 1197334-04-5 (HCl)

Chemical Formula: C17H17ClN4O

Exact Mass: 0.0000

Molecular Weight: 328.80

Elemental Analysis: C, 62.10; H, 5.21; Cl, 10.78; N, 17.04; O, 4.87

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
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Related CAS #
1197334-04-5 (HCl) 158942-04-2 (free base)
Synonym
SB 206553 HCl; SB 206553; SB206553; SB-206553
IUPAC/Chemical Name
3,5-Dihydro-5-methyl-N-3-pyridinylbenzo[1,2-b:4,5-b']dipyrrole-1(2H)-carboxamide hydrochloride
InChi Key
VGEMBOFBPSNOIO-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H16N4O.ClH/c1-20-7-4-12-10-16-13(9-15(12)20)5-8-21(16)17(22)19-14-3-2-6-18-11-14;/h2-4,6-7,9-11H,5,8H2,1H3,(H,19,22);1H
SMILES Code
O=C(N1C(C(CC1)=C2)=CC3=C2N(C)C=C3)NC4=CC=CN=C4.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 328.80 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Möller-Acuña P, Contreras-Riquelme JS, Rojas-Fuentes C, Nuñez-Vivanco G, Alzate-Morales J, Iturriaga-Vásquez P, Arias HR, Reyes-Parada M. Similarities between the Binding Sites of SB-206553 at Serotonin Type 2 and Alpha7 Acetylcholine Nicotinic Receptors: Rationale for Its Polypharmacological Profile. PLoS One. 2015 Aug 5;10(8):e0134444. doi: 10.1371/journal.pone.0134444. eCollection 2015. PubMed PMID: 26244344; PubMed Central PMCID: PMC4526571. 2: Graves SM, Napier TC. SB 206553, a putative 5-HT2C inverse agonist, attenuates methamphetamine-seeking in rats. BMC Neurosci. 2012 Jun 14;13:65. doi: 10.1186/1471-2202-13-65. PubMed PMID: 22697313; PubMed Central PMCID: PMC3441362. 3: Dunlop J, Lock T, Jow B, Sitzia F, Grauer S, Jow F, Kramer A, Bowlby MR, Randall A, Kowal D, Gilbert A, Comery TA, Larocque J, Soloveva V, Brown J, Roncarati R. Old and new pharmacology: positive allosteric modulation of the alpha7 nicotinic acetylcholine receptor by the 5-hydroxytryptamine(2B/C) receptor antagonist SB-206553 (3,5-dihydro-5-methyl-N-3-pyridinylbenzo[1,2-b:4,5-b']di pyrrole-1(2H)-carboxamide). J Pharmacol Exp Ther. 2009 Mar;328(3):766-76. doi: 10.1124/jpet.108.146514. Epub 2008 Dec 2. PubMed PMID: 19050173. 4: Sinclair-Worley L, Uphouse L. Effect of estrogen on the lordosis-inhibiting action of ketanserin and SB 206553. Behav Brain Res. 2004 Jun 4;152(1):129-35. PubMed PMID: 15135976. 5: Takahashi RN, Berton O, Mormède P, Chaouloff F. Strain-dependent effects of diazepam and the 5-HT2B/2C receptor antagonist SB 206553 in spontaneously hypertensive and Lewis rats tested in the elevated plus-maze. Braz J Med Biol Res. 2001 May;34(5):675-82. PubMed PMID: 11323756. 6: McCreary AC, Cunningham KA. Effects of the 5-HT2C/2B antagonist SB 206553 on hyperactivity induced by cocaine. Neuropsychopharmacology. 1999 Jun;20(6):556-64. PubMed PMID: 10327425. 7: Kennett GA, Wood MD, Bright F, Cilia J, Piper DC, Gager T, Thomas D, Baxter GS, Forbes IT, Ham P, Blackburn TP. In vitro and in vivo profile of SB 206553, a potent 5-HT2C/5-HT2B receptor antagonist with anxiolytic-like properties. Br J Pharmacol. 1996 Feb;117(3):427-434. PubMed PMID: 8821530; PubMed Central PMCID: PMC1909304.