B355252
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MedKoo CAT#: 341187

CAS#: 1261576-81-1

Description: B355252 is a neuroprotective agent that potentiates nerve growth factor (NGF)-induced neurite outgrowth and protects against cell death caused by glutamate-evoked oxidative stress.


Chemical Structure

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B355252
CAS# 1261576-81-1

Theoretical Analysis

MedKoo Cat#: 341187
Name: B355252
CAS#: 1261576-81-1
Chemical Formula: C25H24ClN3O3S2
Exact Mass: 513.09
Molecular Weight: 514.055
Elemental Analysis: C, 58.41; H, 4.71; Cl, 6.90; N, 8.17; O, 9.34; S, 12.47

Price and Availability

Size Price Availability Quantity
10mg USD 205
50mg USD 450
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Synonym: B355252; B 355252; B-355252.

IUPAC/Chemical Name: 4-Chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide

InChi Key: YAAVQYDOVJQDFZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C25H24ClN3O3S2/c26-23-16-24(34(30,31)28-17-19-7-3-6-18-5-1-2-10-22(18)19)33-25(23)32-21-9-4-8-20(15-21)29-13-11-27-12-14-29/h1-10,15-16,27-28H,11-14,17H2

SMILES Code: O=S(C1=CC(Cl)=C(OC2=CC=CC(N3CCNCC3)=C2)S1)(NCC4=C5C=CC=CC5=CC=C4)=O

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:

Product Data:
Biological target: B355252 is a neuroprotective agent potentiating nerve growth factor (NGF)-induced neurite outgrowth.
In vitro activity: B355252 protected HT22 neurons against 6-OHDA toxin-induced neuronal cell death by significant attenuation of ROS production, blocking of mitochondrial depolarization, inhibition of cytochrome c release, sequestration of [Ca(2+)]i, modulation of JNK cascade, and strong inhibition of caspase 3/7 cleavage. Overall, the data demonstrates that death of neurons under toxic conditions characteristic of Parkinson’s Disease can be efficiently halted by B355252. Reference: Cell Mol Neurobiol. 2016 Oct;36(7):1109-22. https://link.springer.com/article/10.1007/s10571-015-0304-5
In vivo activity: B355252 protected ischemic neurons from neuronal loss by attenuating DNA damage, reducing ROS production and the LDH level, and preventing neuronal apoptosis. Moreover, inflammatory responses in astrocytic and microglial gliosis, as well as IL-1β and TNF-α levels, were ameliorated. Consequently, the behavioral outcomes of ischemic rats in neurologic responses and fore paw function recovery were improved. Reference: J Inflamm Res. 2021 Jun 1;14:2363-2376. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179829/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 58.36
DMSO 30.0 58.36
DMSO:PBS (pH 7.2) (1:4) 0.2 0.39

Preparing Stock Solutions

The following data is based on the product molecular weight 514.06 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
Formulation protocol: 1. Chimeh U, Zimmerman MA, Gilyazova N, Li PA. B355252, A Novel Small Molecule, Confers Neuroprotection Against Cobalt Chloride Toxicity In Mouse Hippocampal Cells Through Altering Mitochondrial Dynamics And Limiting Autophagy Induction. Int J Med Sci. 2018 Sep 7;15(12):1384-1396. doi: 10.7150/ijms.24702. PMID: 30275767; PMCID: PMC6158673. 2. Gliyazova NS, Ibeanu GC. The Chemical Molecule B355252 is Neuroprotective in an In Vitro Model of Parkinson's Disease. Cell Mol Neurobiol. 2016 Oct;36(7):1109-22. doi: 10.1007/s10571-015-0304-5. Epub 2015 Dec 9. PMID: 26649727. 3. Wang HK, Chen JS, Hsu CY, Su YT, Sung TC, Liang CL, Kwan AL, Wu CC. A Novel NGF Receptor Agonist B355252 Ameliorates Neuronal Loss and Inflammatory Responses in a Rat Model of Cerebral Ischemia. J Inflamm Res. 2021 Jun 1;14:2363-2376. doi: 10.2147/JIR.S303833. PMID: 34103967; PMCID: PMC8179829.
In vitro protocol: 1. Chimeh U, Zimmerman MA, Gilyazova N, Li PA. B355252, A Novel Small Molecule, Confers Neuroprotection Against Cobalt Chloride Toxicity In Mouse Hippocampal Cells Through Altering Mitochondrial Dynamics And Limiting Autophagy Induction. Int J Med Sci. 2018 Sep 7;15(12):1384-1396. doi: 10.7150/ijms.24702. PMID: 30275767; PMCID: PMC6158673. 2. Gliyazova NS, Ibeanu GC. The Chemical Molecule B355252 is Neuroprotective in an In Vitro Model of Parkinson's Disease. Cell Mol Neurobiol. 2016 Oct;36(7):1109-22. doi: 10.1007/s10571-015-0304-5. Epub 2015 Dec 9. PMID: 26649727.
In vivo protocol: 1. Wang HK, Chen JS, Hsu CY, Su YT, Sung TC, Liang CL, Kwan AL, Wu CC. A Novel NGF Receptor Agonist B355252 Ameliorates Neuronal Loss and Inflammatory Responses in a Rat Model of Cerebral Ischemia. J Inflamm Res. 2021 Jun 1;14:2363-2376. doi: 10.2147/JIR.S303833. PMID: 34103967; PMCID: PMC8179829.

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1: Gliyazova NS, Ibeanu GC. The Chemical Molecule B355252 is Neuroprotective in
an In Vitro Model of Parkinson's Disease. Cell Mol Neurobiol. 2016
Oct;36(7):1109-22. doi: 10.1007/s10571-015-0304-5. Epub 2015 Dec 9. PubMed PMID: 26649727.


2: Gliyazova NS, Huh EY, Ibeanu GC. A novel phenoxy thiophene sulphonamide
molecule protects against glutamate evoked oxidative injury in a neuronal cell
model. BMC Neurosci. 2013 Sep 2;14:93. doi: 10.1186/1471-2202-14-93. PubMed PMID:
24004478; PubMed Central PMCID: PMC3846642.