PhTx-74 HCl
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 555147

CAS#: 1227301-51-0 (HCl)

Description: Philanthotoxin-74, also known as PhTx-74, is a synthetic analog of the naturally-occurring wasp venom toxin philanthotoxin-4,3,3. PhTX-74 may be of potential use in studies of the neurobiological role of GluA2-containing subtypes.


Chemical Structure

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PhTx-74 HCl
CAS# 1227301-51-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 555147
Name: PhTx-74 HCl
CAS#: 1227301-51-0 (HCl)
Chemical Formula: C24H44Cl2N4O3
Exact Mass: 0.00
Molecular Weight: 507.541
Elemental Analysis: C, 56.80; H, 8.74; Cl, 13.97; N, 11.04; O, 9.46

Price and Availability

Size Price Availability Quantity
50mg USD 1450 2 Weeks
100mg USD 1950 2 Weeks
200mg USD 2950 2 Weeks
500mg USD 4950 2 Weeks
1g USD 7950 2 Weeks
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Related CAS #: 401601-11-4 (free base), 1227301-51-0 (HCl),

Synonym: Philanthotoxin-74 HCl; Philanthotoxin74; Philanthotoxin 74; PhTx-74; PhTx 74; PhTx74.

IUPAC/Chemical Name: (S)-N-(1-((7-((4-aminobutyl)amino)heptyl)amino)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)butyramide dihydrochloride

InChi Key: HWTJQQMIKVJWLH-IKXQUJFKSA-N

InChi Code: InChI=1S/C24H42N4O3.2ClH/c1-2-10-23(30)28-22(19-20-11-13-21(29)14-12-20)24(31)27-18-8-5-3-4-7-16-26-17-9-6-15-25;;/h11-14,22,26,29H,2-10,15-19,25H2,1H3,(H,27,31)(H,28,30);2*1H/t22-;;/m0../s1

SMILES Code: OC1=CC=C(C[C@H](NC(CCC)=O)C(NCCCCCCCNCCCCN)=O)C=C1.Cl.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

Product Data:
Biological target: Philanthotoxin 74 dihydrochloride (PhTx 74) is an AMPAR antagonist; inhibits GluR3 and GluR1 with IC50s of 263 and 296 nM.
In vitro activity: This study evaluated the pharmacological profile of PhTX-74 and related polyamine toxins at homo- and heteromeric AMPARs in the presence and absence of γ-2. Determination of IC(50) values for inhibition of glutamate-evoked currents from Xenopus oocytes expressing recombinant homo- or heteromeric combinations of GluA1, GluA2, and GluA3 in the presence of γ-2 shows that PhTX-74 inhibits homomeric GluA1 and GluA3 receptors nonselectively, with IC(50) values in the nanomolar range (252-356 nM), and heteromeric GluA1/A2 and GluA2/A3 receptors nonselectively, with IC(50) values in the micromolar range (22 μM). Reference: Mol Pharmacol. 2014 Feb;85(2):261-8. https://pubmed.ncbi.nlm.nih.gov/24220009/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.8 100.00
Water 50.8 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 507.541000000000000000000000000000 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. Wen X, Cahill AL, Barta C, Thoreson WB, Nawy S. Elevated Pressure Increases Ca2+ Influx Through AMPA Receptors in Select Populations of Retinal Ganglion Cells. Front Cell Neurosci. 2018 Jun 13;12:162. doi: 10.3389/fncel.2018.00162. PMID: 29950974; PMCID: PMC6008319. 2. Poulsen MH, Lucas S, Strømgaard K, Kristensen AS. Evaluation of PhTX-74 as subtype-selective inhibitor of GluA2-containing AMPA receptors. Mol Pharmacol. 2014 Feb;85(2):261-8. doi: 10.1124/mol.113.089961. Epub 2013 Nov 12. PMID: 24220009.
In vitro protocol: 1. Wen X, Cahill AL, Barta C, Thoreson WB, Nawy S. Elevated Pressure Increases Ca2+ Influx Through AMPA Receptors in Select Populations of Retinal Ganglion Cells. Front Cell Neurosci. 2018 Jun 13;12:162. doi: 10.3389/fncel.2018.00162. PMID: 29950974; PMCID: PMC6008319. 2. Poulsen MH, Lucas S, Strømgaard K, Kristensen AS. Evaluation of PhTX-74 as subtype-selective inhibitor of GluA2-containing AMPA receptors. Mol Pharmacol. 2014 Feb;85(2):261-8. doi: 10.1124/mol.113.089961. Epub 2013 Nov 12. PMID: 24220009.
In vivo protocol: TBD

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1: Poulsen MH, Lucas S, Strømgaard K, Kristensen AS. Evaluation of PhTX-74 as subtype-selective inhibitor of GluA2-containing AMPA receptors. Mol Pharmacol. 2014 Feb;85(2):261-8. doi: 10.1124/mol.113.089961. Epub 2013 Nov 12. PubMed PMID: 24220009. 2: Jackson AC, Milstein AD, Soto D, Farrant M, Cull-Candy SG, Nicoll RA. Probing TARP modulation of AMPA receptor conductance with polyamine toxins. J Neurosci. 2011 May 18;31(20):7511-20. doi: 10.1523/JNEUROSCI.6688-10.2011. PubMed PMID: 21593335; PubMed Central PMCID: PMC3164836. 3: Lanté F, Toledo-Salas JC, Ondrejcak T, Rowan MJ, Ulrich D. Removal of synaptic Ca²+-permeable AMPA receptors during sleep. J Neurosci. 2011 Mar 16;31(11):3953-61. doi: 10.1523/JNEUROSCI.3210-10.2011. PubMed PMID: 21411638. 4: Nilsen A, England PM. A subtype-selective, use-dependent inhibitor of native AMPA receptors. J Am Chem Soc. 2007 Apr 25;129(16):4902-3. Epub 2007 Mar 29. PubMed PMID: 17391037.