9-Phenanthrol
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MedKoo CAT#: 464834

CAS#: 484-17-3

Description: 9-Phenanthrol is an inhibitor of transient receptor potential melastatin 4 (TRPM4). It is selective for TRPM4 over TRPM5 at 100 µM. 9-Phenanthrol (100 µM) reduces heart rate in spontaneously beating isolated mouse right atria. It reduces infarct size and apoptosis in isolated rat hearts in an ex vivo model of ischemia-reperfusion injury. In vivo, 9-phenanthrol reduces myogenic tone in rat cerebral arteries.


Chemical Structure

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9-Phenanthrol
CAS# 484-17-3

Theoretical Analysis

MedKoo Cat#: 464834
Name: 9-Phenanthrol
CAS#: 484-17-3
Chemical Formula: C14H10O
Exact Mass: 194.0732
Molecular Weight: 194.233
Elemental Analysis: C, 86.57; H, 5.19; O, 8.24

Price and Availability

Size Price Availability Quantity
50.0mg USD 220.0 2 Weeks
100.0mg USD 360.0 2 Weeks
250.0mg USD 630.0 2 Weeks
500.0mg USD 960.0 2 Weeks
Bulk inquiry

Synonym: 9-Phenanthrol; 9Phenanthrol; 9 Phenanthrol; 9-Hydroxyphenanthrene; 9Hydroxyphenanthrene; 9 Hydroxyphenanthrene; NSC 50554; NSC50554; NSC-50554;

IUPAC/Chemical Name: phenanthren-9-ol

InChi Key: DZKIUEHLEXLYKM-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H10O/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9,15H

SMILES Code: OC1=CC2=C(C=CC=C2)C3=C1C=CC=C3

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 154.45
DMSO 30.0 154.45
Ethanol 30.0 154.45
Ethanol:PBS (pH 7.2) (1:4) 0.2 1.03

Preparing Stock Solutions

The following data is based on the product molecular weight 194.233 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

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1: Riquelme D, Cerda O, Leiva-Salcedo E. TRPM4 Expression During Postnatal Developmental of Mouse CA1 Pyramidal Neurons. Front Neuroanat. 2021 Apr 28;15:643287. doi: 10.3389/fnana.2021.643287. PMID: 33994959; PMCID: PMC8113704.

2: Maxwell SE, Leo MD, Malysz J, Petkov GV. Age-dependent decrease in TRPM4 channel expression but not trafficking alters urinary bladder smooth muscle contractility. Physiol Rep. 2021 Feb;9(4):e14754. doi: 10.14814/phy2.14754. PMID: 33625779; PMCID: PMC7903938.

3: Feng J, Zong P, Yan J, Yue Z, Li X, Smith C, Ai X, Yue L. Upregulation of transient receptor potential melastatin 4 (TRPM4) in ventricular fibroblasts from heart failure patients. Pflugers Arch. 2021 Mar;473(3):521-531. doi: 10.1007/s00424-021-02525-2. Epub 2021 Feb 16. PMID: 33594499.

4: Hu Y, Kaschitza DR, Essers M, Arullampalam P, Fujita T, Abriel H, Inoue R. Pathological activation of CaMKII induces arrhythmogenicity through TRPM4 overactivation. Pflugers Arch. 2021 Mar;473(3):507-519. doi: 10.1007/s00424-020-02507-w. Epub 2021 Jan 4. PMID: 33392831.

5: Simard C, Magaud C, Adjlane R, Dupas Q, Sallé L, Manrique A, Bois P, Faivre JF, Guinamard R. TRPM4 non-selective cation channel in human atrial fibroblast growth. Pflugers Arch. 2020 Dec;472(12):1719-1732. doi: 10.1007/s00424-020-02476-0. Epub 2020 Oct 13. PMID: 33047172.

6: Chang WT, Liu PY, Wu SN. Actions of FTY720 (Fingolimod), a Sphingosine-1-Phosphate Receptor Modulator, on Delayed-Rectifier K+ Current and Intermediate-Conductance Ca2+-Activated K+ Channel in Jurkat T-Lymphocytes. Molecules. 2020 Oct 2;25(19):4525. doi: 10.3390/molecules25194525. PMID: 33023219; PMCID: PMC7582672.

7: Belasri K, Topal L, Heydenreich M, Koch A, Kleinpeter E, Fülöp F, Szatmári I. Synthesis and Conformational Analysis of Naphthoxazine-Fused Phenanthrene Derivatives. Molecules. 2020 May 28;25(11):2524. doi: 10.3390/molecules25112524. PMID: 32481689; PMCID: PMC7321197.

8: Buntschu S, Tscherter A, Heidemann M, Streit J. Critical Components for Spontaneous Activity and Rhythm Generation in Spinal Cord Circuits in Culture. Front Cell Neurosci. 2020 Apr 28;14:81. doi: 10.3389/fncel.2020.00081. PMID: 32410961; PMCID: PMC7198714.

9: Xue JH, Xiao KP, Wang YS, Liu L, Li JQ, Li M, Qu YN, Xiao XL. Aggregation- induced photoluminescence enhancement of protamine-templated gold nanoclusters for 1-hydroxypyrene detection using 9-hydroxyphenanthrene as a sensitizer. Colloids Surf B Biointerfaces. 2020 May;189:110873. doi: 10.1016/j.colsurfb.2020.110873. Epub 2020 Feb 13. PMID: 32113085.

10: Malysz J, Rovner ES, Wake R, Petkov GV. Preparation and Utilization of Freshly Isolated Human Detrusor Smooth Muscle Cells for Characterization of 9-Phenanthrol-Sensitive Cation Currents. J Vis Exp. 2020 Jan 31;(155):10.3791/59884. doi: 10.3791/59884. PMID: 32065126; PMCID: PMC7489995.

11: Inoue M, Harada K, Matsuoka H. Mechanisms for pituitary adenylate cyclase- activating polypeptide-induced increase in excitability in guinea-pig and mouse adrenal medullary cells. Eur J Pharmacol. 2020 Apr 5;872:172956. doi: 10.1016/j.ejphar.2020.172956. Epub 2020 Jan 27. PMID: 32001221.

12: Malysz J, Maxwell SE, Yarotskyy V, Petkov GV. TRPM4 channel inhibitors 9-phenanthrol and glibenclamide differentially decrease guinea pig detrusor smooth muscle whole-cell cation currents and phasic contractions. Am J Physiol Cell Physiol. 2020 Feb 1;318(2):C406-C421. doi: 10.1152/ajpcell.00055.2019. Epub 2019 Dec 18. PMID: 31851526; PMCID: PMC7052614.

13: Zhang J, Chen L, Zhu Y, Zhang Y. Study on the molecular interactions of hydroxylated polycyclic aromatic hydrocarbons with catalase using multi-spectral methods combined with molecular docking. Food Chem. 2020 Mar 30;309:125743. doi: 10.1016/j.foodchem.2019.125743. Epub 2019 Oct 21. PMID: 31699563.

14: Tanii S , Arisawa M , Yamaguchi M . Acid-catalyzed synthesis of condensed polycyclic diaryl ethers from arenols. Chem Commun (Camb). 2019 Nov 19;55(93):14078-14080. doi: 10.1039/c9cc07172e. PMID: 31696874.

15: Chauhan AK, Magoski NS. Hydrogen Peroxide Gates a Voltage-Dependent Cation Current in Aplysia Neuroendocrine Cells. J Neurosci. 2019 Dec 11;39(50):9900-9913. doi: 10.1523/JNEUROSCI.1460-19.2019. Epub 2019 Nov 1. PMID: 31676600; PMCID: PMC6978942.

16: Gong Y, Du MY, Yu HL, Yang ZY, Li YJ, Zhou L, Mei R, Yang L, Wang F. Increased TRPM4 Activity in Cerebral Artery Myocytes Contributes to Cerebral Blood Flow Reduction After Subarachnoid Hemorrhage in Rats. Neurotherapeutics. 2019 Jul;16(3):901-911. doi: 10.1007/s13311-019-00741-4. PMID: 31073979; PMCID: PMC6694375.

17: Yu CX, Zhang YY, Wu XY, Tang HX, Liang XQ, Xue ZM, Xue YD, Li J, Zhu H, Huo R, Ban T. Transient receptor potential melastatin 4 contributes to early-stage endothelial injury induced by arsenic trioxide. Toxicol Lett. 2019 Sep 15;312:98-108. doi: 10.1016/j.toxlet.2019.04.035. Epub 2019 May 1. PMID: 31054354.

18: Picardo MCD, Sugimura YK, Dorst KE, Kallurkar PS, Akins VT, Ma X, Teruyama R, Guinamard R, Kam K, Saha MS, Del Negro CA. Trpm4 ion channels in pre- Bötzinger complex interneurons are essential for breathing motor pattern but not rhythm. PLoS Biol. 2019 Feb 21;17(2):e2006094. doi: 10.1371/journal.pbio.2006094. PMID: 30789900; PMCID: PMC6400419.

19: Alom F, Matsuyama H, Nagano H, Fujikawa S, Tanahashi Y, Unno T. Involvement of transient receptor potential melastatin 4 channels in the resting membrane potential setting and cholinergic contractile responses in mouse detrusor and ileal smooth muscles. J Vet Med Sci. 2019 Feb 19;81(2):217-228. doi: 10.1292/jvms.18-0631. Epub 2018 Dec 6. PMID: 30518701; PMCID: PMC6395210.

20: Hou JW, Fei YD, Li W, Chen YH, Wang Q, Xiao Y, Wang YP, Li YG. The transient receptor potential melastatin 4 channel inhibitor 9-phenanthrol modulates cardiac sodium channel. Br J Pharmacol. 2018 Dec;175(23):4325-4337. doi: 10.1111/bph.14490. Epub 2018 Oct 14. PMID: 30153324; PMCID: PMC6240128.

9-Phenanthrol

10.0mg / Not available