MedKoo Cat#: 525621 | Name: CUN03754

Description:

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

CUN03754, also known as NaV1.7 Blocker-801, is a potent NaV1.7 blocker, being 5-10 fold more potent than NaV 1.2 and NaV 1.6. CUN03754 was reported in Journal of Medicinal Chemistry (2017), 60(16), 7029-7042. BUN78892, also known as 5,6-Dihydroxy-2-methylaminotetralin, is a bioactive chemical. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

CUN03754
CUN03754
CAS#1235403-75-4

Theoretical Analysis

MedKoo Cat#: 525621

Name: CUN03754

CAS#: 1235403-75-4

Chemical Formula: C20H15ClF2N6O3S2

Exact Mass: 524.0304

Molecular Weight: 524.95

Elemental Analysis: C, 45.76; H, 2.88; Cl, 6.75; F, 7.24; N, 16.01; O, 9.14; S, 12.21

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
NaV1.7 Blocker-801; CUN03754; CUN-03754; CUN 03754;
IUPAC/Chemical Name
4-[2-(2-Azetidin-3-yl-2H-pyrazol-3-yl)-4-chloro-phenoxy]-2,5-difluoro-N-[1,2,4]thiadiazol-5-yl-benzenesulfonamide
InChi Key
CTGXRGQIIKAIKX-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H15ClF2N6O3S2/c21-11-1-2-17(13(5-11)16-3-4-26-29(16)12-8-24-9-12)32-18-6-15(23)19(7-14(18)22)34(30,31)28-20-25-10-27-33-20/h1-7,10,12,24H,8-9H2,(H,25,27,28)
SMILES Code
O=S(C1=CC(F)=C(OC2=CC=C(Cl)C=C2C3=CC=NN3C4CNC4)C=C1F)(NC5=NC=NS5)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 524.95 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: Huang J, Vanoye CG, Cutts A, Goldberg YP, Dib-Hajj SD, Cohen CJ, Waxman SG, George AL Jr. Sodium channel NaV1.9 mutations associated with insensitivity to pain dampen neuronal excitability. J Clin Invest. 2017 May 22. pii: 92373. doi: 10.1172/JCI92373. [Epub ahead of print] PubMed PMID: 28530638. 2: Sun H, Kollarik M, Undem BJ. Blocking voltage-gated sodium channels as a strategy to suppress pathological cough. Pulm Pharmacol Ther. 2017 May 15. pii: S1094-5539(17)30112-8. doi: 10.1016/j.pupt.2017.05.010. [Epub ahead of print] Review. PubMed PMID: 28522215. 3: Zhang X, Priest BT, Belfer I, Gold MS. Voltage-gated Na(+) currents in human dorsal root ganglion neurons. Elife. 2017 May 16;6. pii: e23235. doi: 10.7554/eLife.23235. PubMed PMID: 28508747; PubMed Central PMCID: PMC5433841. 4: Low SA, Robbins W, Tawfik VL. Complex management of a patient with refractory primary erythromelalgia lacking a SCN9A mutation. J Pain Res. 2017 Apr 27;10:973-977. doi: 10.2147/JPR.S129661. eCollection 2017. PubMed PMID: 28490900; PubMed Central PMCID: PMC5414616. 5: Berta T, Qadri Y, Tan PH, Ji RR. Targeting dorsal root ganglia and primary sensory neurons for the treatment of chronic pain. Expert Opin Ther Targets. 2017 May 16:1-9. doi: 10.1080/14728222.2017.1328057. [Epub ahead of print] PubMed PMID: 28480765. 6: Kornecook TJ, Yin R, Altmann S, Be X, Berry V, Ilch CP, Jarosh M, Johnson D, Lee JH, Lehto SG, Ligutti J, Liu D, Luther J, Matson D, Ortuno D, Roberts J, Taborn K, Wang J, Weiss MM, Yu V, Zhu DXD, Fremeau RT, Moyer BD. Pharmacologic Characterization of AMG8379, a Potent and Selective Small Molecule Sulfonamide Antagonist of the Voltage-Gated Sodium Channel Na(V)1.7. J Pharmacol Exp Ther. 2017 May 4. pii: jpet.116.239590. doi: 10.1124/jpet.116.239590. [Epub ahead of print] PubMed PMID: 28473457. 7: Pero JE, Rossi MA, Lehman HDGF, Kelly MJ 3rd, Mulhearn JJ, Wolkenberg SE, Cato MJ, Clements MK, Daley CJ, Filzen T, Finger EN, Gregan Y, Henze DA, Jovanovska A, Klein R, Kraus RL, Li Y, Liang A, Majercak JM, Panigel J, Urban MO, Wang J, Wang YH, Houghton AK, Layton ME. Benzoxazolinone aryl sulfonamides as potent, selective Na(v)1.7 inhibitors with in vivo efficacy in a preclinical pain model. Bioorg Med Chem Lett. 2017 Apr 22. pii: S0960-894X(17)30417-1. doi: 10.1016/j.bmcl.2017.04.040. [Epub ahead of print] PubMed PMID: 28465103. 8: Klein AH, Vyshnevska A, Hartke TV, De Col R, Mankowski JL, Turnquist B, Bosmans F, Reeh PW, Schmelz M, Carr RW, Ringkamp M. Sodium Channel Na(v)1.8 Underlies TTX-Resistant Axonal Action Potential Conduction in Somatosensory C-Fibers of Distal Cutaneous Nerves. J Neurosci. 2017 May 17;37(20):5204-5214. doi: 10.1523/JNEUROSCI.3799-16.2017. Epub 2017 Apr 27. PubMed PMID: 28450535. 9: Yen LT, Hsieh CL, Hsu HC, Lin YW. Targeting ASIC3 for Relieving Mice Fibromyalgia Pain: Roles of Electroacupuncture, Opioid, and Adenosine. Sci Rep. 2017 Apr 25;7:46663. doi: 10.1038/srep46663. PubMed PMID: 28440280; PubMed Central PMCID: PMC5404229. 10: Chang W, Berta T, Kim YH, Lee S, Lee SY, Ji RR. Expression and Role of Voltage-Gated Sodium Channels in Human Dorsal Root Ganglion Neurons with Special Focus on Nav1.7, Species Differences, and Regulation by Paclitaxel. Neurosci Bull. 2017 Apr 19. doi: 10.1007/s12264-017-0132-3. [Epub ahead of print] PubMed PMID: 28424991. 11: Bolz F, Kasper S, Bufe B, Zufall F, Pyrski M. Organization and Plasticity of Sodium Channel Expression in the Mouse Olfactory and Vomeronasal Epithelia. Front Neuroanat. 2017 Apr 3;11:28. doi: 10.3389/fnana.2017.00028. eCollection 2017. PubMed PMID: 28420967; PubMed Central PMCID: PMC5376585. 12: Sema3A signalling requires CRMP1 and Na(v)1.7. J Cell Sci. 2017 Apr 15;130(8):e0802. PubMed PMID: 28412697. 13: Langlois V, Bedat Millet AL, Lebesnerais M, Miranda S, Marguet F, Benhamou Y, Marcorelles P, Lévesque H. [Small fiber neuropathy]. Rev Med Interne. 2017 Apr 11. pii: S0248-8663(17)30106-6. doi: 10.1016/j.revmed.2017.03.013. [Epub ahead of print] French. PubMed PMID: 28410768. 14: Roecker AJ, Egbertson M, Jones KLG, Gomez R, Kraus RL, Li Y, Koser AJ, Urban MO, Klein R, Clements M, Panigel J, Daley C, Wang J, Finger EN, Majercak J, Santarelli V, Gregan I, Cato M, Filzen T, Jovanovska A, Wang YH, Wang D, Joyce LA, Sherer EC, Peng X, Wang X, Sun H, Coleman PJ, Houghton AK, Layton ME. Discovery of selective, orally bioavailable, N-linked arylsulfonamide Na(v)1.7 inhibitors with pain efficacy in mice. Bioorg Med Chem Lett. 2017 May 15;27(10):2087-2093. doi: 10.1016/j.bmcl.2017.03.085. Epub 2017 Mar 30. PubMed PMID: 28389149. 15: Tanaka BS, Nguyen PT, Zhou EY, Yang Y, Yarov-Yarovoy V, Dib-Hajj SD, Waxman SG. Gain-of-Function Mutation of a Voltage-Gated Sodium Channel Na(V)1.7 Associated with Peripheral Pain and Impaired Limb Development. J Biol Chem. 2017 Apr 5. pii: jbc.M117.778779. doi: 10.1074/jbc.M117.778779. [Epub ahead of print] PubMed PMID: 28381558. 16: Cruccu G. Trigeminal Neuralgia. Continuum (Minneap Minn). 2017 Apr;23(2, Selected Topics in Outpatient Neurology):396-420. doi: 10.1212/CON.0000000000000451. PubMed PMID: 28375911. 17: Zhang P, Gan YH. Prostaglandin E(2) Upregulated Trigeminal Ganglionic Sodium Channel 1.7 Involving Temporomandibular Joint Inflammatory Pain in Rats. Inflammation. 2017 Jun;40(3):1102-1109. doi: 10.1007/s10753-017-0552-2. PubMed PMID: 28349234. 18: Marx IE, Dineen TA, Able J, Bode C, Bregman H, Chu-Moyer M, DiMauro EF, Du B, Foti RS, Fremeau RT Jr, Gao H, Gunaydin H, Hall BE, Huang L, Kornecook T, Kreiman CR, La DS, Ligutti J, Lin MJ, Liu D, McDermott JS, Moyer BD, Nguyen HN, Peterson EA, Roberts JT, Rose P, Wang J, Youngblood BD, Yu V, Weiss MM. Correction to "Sulfonamides as Selective Na(V)1.7 Inhibitors: Optimizing Potency and Pharmacokinetics to Enable in Vivo Target Engagement". ACS Med Chem Lett. 2017 Feb 28;8(3):378. doi: 10.1021/acsmedchemlett.7b00075. eCollection 2017 Mar 9. PubMed PMID: 28337335; PubMed Central PMCID: PMC5346988. 19: Graceffa RF, Boezio AA, Able J, Altmann S, Berry LM, Boezio C, Butler JR, Chu-Moyer M, Cooke M, DiMauro EF, Dineen TA, Feric Bojic E, Foti RS, Fremeau RT Jr, Guzman-Perez A, Gao H, Gunaydin H, Huang H, Huang L, Ilch C, Jarosh M, Kornecook T, Kreiman CR, La DS, Ligutti J, Milgram BC, Lin MJ, Marx IE, Nguyen HN, Peterson EA, Rescourio G, Roberts J, Schenkel L, Shimanovich R, Sparling BA, Stellwagen J, Taborn K, Vaida KR, Wang J, Yeoman J, Yu V, Zhu D, Moyer BD, Weiss MM. Sulfonamides as Selective Na(V)1.7 Inhibitors: Optimizing Potency, Pharmacokinetics, and Metabolic Properties to Obtain Atropisomeric Quinolinone (AM-0466) that Affords Robust in Vivo Activity. J Med Chem. 2017 Apr 20. doi: 10.1021/acs.jmedchem.6b01850. [Epub ahead of print] PubMed PMID: 28324649. 20: Rahnama S, Deuis JR, Cardoso FC, Ramanujam V, Lewis RJ, Rash LD, King GF, Vetter I, Mobli M. The structure, dynamics and selectivity profile of a NaV1.7 potency-optimised huwentoxin-IV variant. PLoS One. 2017 Mar 16;12(3):e0173551. doi: 10.1371/journal.pone.0173551. eCollection 2017. PubMed PMID: 28301520; PubMed Central PMCID: PMC5354290.