Philanthotoxin 74 HCl | PhTx-74 | CAS#1227301-51-0 | Synthetic venom analog

MedKoo Cat#: 555147 | Name: PhTx-74 HCl

Description:

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

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

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: 0.0000

Molecular Weight: 507.54

Elemental Analysis: C, 56.80; H, 8.74; Cl, 13.97; N, 11.04; O, 9.46

Price and Availability

Size	Price	Availability
50mg	USD 1,450.00	2 Weeks
100mg	USD 1,950.00	2 Weeks
200mg	USD 2,950.00	2 Weeks
500mg	USD 4,950.00	2 Weeks
1g	USD 7,950.00	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

More Info

Product Data

Product Data

Instruction

View handling instruction

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

	Solvent	mg/mL	mM
Solubility
	DMSO	50.8	100.00
	Water	50.8	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 507.54 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.

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:

In vivo protocol:

TBD

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.

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