Dyclonine Hydrochloride | CAS# 536-43-6 (HCl) | Local Anesthetic

MedKoo Cat#: 317760 | Name: Dyclonine Hydrochloride

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Description:

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

Dyclonine Hydrochloride is an oral local anesthetic. Dyclonine reversibly binds to activated sodium channels on the neuronal membrane, thereby decreasing the neuronal membrane's permeability to sodium ions, leading to an increased threshold for excitation. This reversibly stabilizes the membrane and inhibits depolarization, leading to the failure of a propagated action potential and subsequent conduction blockade. This results in a transient and reversible loss of sensation in a localized area of the body.

Chemical Structure

Dyclonine Hydrochloride

CAS#536-43-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 317760

Name: Dyclonine Hydrochloride

CAS#: 536-43-6 (HCl)

Chemical Formula: C18H28ClNO2

Exact Mass: 325.1809

Molecular Weight: 325.88

Elemental Analysis: C, 66.34; H, 8.66; Cl, 10.88; N, 4.30; O, 9.82

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
5g	USD 550.00	2 Weeks
10g	USD 750.00	2 Weeks

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Related CAS #

536-43-6 (HCl) 586-60-7 (free base)

Synonym

Dyclonine Hydrochloride; Dyclonine HCl; Dyclone; Dyclothane; Tanaclone; Dyclocaine HCl; NSC 23018; NSC23018; NSC-23018;

IUPAC/Chemical Name

1-(4-butoxyphenyl)-3-piperidin-1-ylpropan-1-one;hydrochloride

InChi Key

KNZADIMHVBBPOA-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H27NO2.ClH/c1-2-3-15-21-17-9-7-16(8-10-17)18(20)11-14-19-12-5-4-6-13-19;/h7-10H,2-6,11-15H2,1H3;1H

SMILES Code

CCCCOC1=CC=C(C=C1)C(=O)CCN2CCCCC2.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, not in water

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:

Dyclonine (Dyclocaine) hydrochloride is an orally effective ALDH covalent inhibitor (crosses blood-brain barrier), with an IC50 of 35 µM for ALDH2 and 76 µM for ALDH3A1.

In vitro activity:

Treatment with dyclonine induced intracellular accumulation of the toxic aldehyde 4-hydroxynonenal in a cooperative manner with sulfasalazine. Reference: Oncotarget. 2018 Sep 18;9(73):33832-33843. https://pubmed.ncbi.nlm.nih.gov/30333913/

In vivo activity:

This study here report that mouse and human TRPV3 channel is targeted by the clinical medication dyclonine that exerts a potent inhibitory effect. Accordingly, dyclonine rescued cell death caused by gain-of-function TRPV3 mutations and suppressed pruritus symptoms in vivo in mouse model. Reference: Elife. 2021 Apr 20;10:e68128. https://pubmed.ncbi.nlm.nih.gov/33876725/

	Solvent	mg/mL	mM
Solubility
	DMF	3.0	9.21
	DMSO	14.3	43.98
	Ethanol	20.5	62.91
	PBS (pH 7.2)	2.0	6.14
	Water	28.0	85.92

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 325.88 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. Ju D, Wang X, Xie Y. Dyclonine and alverine citrate enhance the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells. Int J Mol Med. 2009 Feb;23(2):205-9. PMID: 19148544; PMCID: PMC3906854. 2. Okazaki S, Shintani S, Hirata Y, Suina K, Semba T, Yamasaki J, Umene K, Ishikawa M, Saya H, Nagano O. Synthetic lethality of the ALDH3A1 inhibitor dyclonine and xCT inhibitors in glutathione deficiency-resistant cancer cells. Oncotarget. 2018 Sep 18;9(73):33832-33843. doi: 10.18632/oncotarget.26112. PMID: 30333913; PMCID: PMC6173468. 3. Liu Q, Wang J, Wei X, Hu J, Ping C, Gao Y, Xie C, Wang P, Cao P, Cao Z, Yu Y, Li D, Yao J. Therapeutic inhibition of keratinocyte TRPV3 sensory channel by local anesthetic dyclonine. Elife. 2021 Apr 20;10:e68128. doi: 10.7554/eLife.68128. PMID: 33876725; PMCID: PMC8112869. 4. Sahdeo S, Scott BD, McMackin MZ, Jasoliya M, Brown B, Wulff H, Perlman SL, Pook MA, Cortopassi GA. Dyclonine rescues frataxin deficiency in animal models and buccal cells of patients with Friedreich's ataxia. Hum Mol Genet. 2014 Dec 20;23(25):6848-62. doi: 10.1093/hmg/ddu408. Epub 2014 Aug 11. PMID: 25113747; PMCID: PMC4245046.

In vitro protocol:

In vivo protocol:

1. Liu Q, Wang J, Wei X, Hu J, Ping C, Gao Y, Xie C, Wang P, Cao P, Cao Z, Yu Y, Li D, Yao J. Therapeutic inhibition of keratinocyte TRPV3 sensory channel by local anesthetic dyclonine. Elife. 2021 Apr 20;10:e68128. doi: 10.7554/eLife.68128. PMID: 33876725; PMCID: PMC8112869. 2. Sahdeo S, Scott BD, McMackin MZ, Jasoliya M, Brown B, Wulff H, Perlman SL, Pook MA, Cortopassi GA. Dyclonine rescues frataxin deficiency in animal models and buccal cells of patients with Friedreich's ataxia. Hum Mol Genet. 2014 Dec 20;23(25):6848-62. doi: 10.1093/hmg/ddu408. Epub 2014 Aug 11. PMID: 25113747; PMCID: PMC4245046.

1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Dyclonine. 2020 Nov 16. PMID: 33226748. 2: Li M, Luo S, Li Y, Li Y, Ma B, Liu F, Wang H, Guo J, Ling L. Dyclonine relieves the Parkinson's disease progression in rotenone-induced Drosophila model. Behav Brain Res. 2023 Aug 24;452:114561. doi: 10.1016/j.bbr.2023.114561. Epub 2023 Jun 30. PMID: 37394123. 3: Wang P, Mo X, Li D, Yao J. Dyclonine inhibition of TRPV3: From functional discovery to structural insight. Cell Calcium. 2022 Jul;105:102617. doi: 10.1016/j.ceca.2022.102617. Epub 2022 Jun 22. PMID: 35759861. 4: Neuberger A, Nadezhdin KD, Sobolevsky AI. Structural mechanism of TRPV3 channel inhibition by the anesthetic dyclonine. Nat Commun. 2022 May 19;13(1):2795. doi: 10.1038/s41467-022-30537-8. PMID: 35589741; PMCID: PMC9120478. 5: Nguyen HL, Yiannias JA. Contact Dermatitis to Medications and Skin Products. Clin Rev Allergy Immunol. 2019 Feb;56(1):41-59. doi: 10.1007/s12016-018-8705-0. PMID: 30145645. 6: Sahdeo S, Scott BD, McMackin MZ, Jasoliya M, Brown B, Wulff H, Perlman SL, Pook MA, Cortopassi GA. Dyclonine rescues frataxin deficiency in animal models and buccal cells of patients with Friedreich's ataxia. Hum Mol Genet. 2014 Dec 20;23(25):6848-62. doi: 10.1093/hmg/ddu408. Epub 2014 Aug 11. PMID: 25113747; PMCID: PMC4245046. 7: Liu Q, Wang J, Wei X, Hu J, Ping C, Gao Y, Xie C, Wang P, Cao P, Cao Z, Yu Y, Li D, Yao J. Therapeutic inhibition of keratinocyte TRPV3 sensory channel by local anesthetic dyclonine. Elife. 2021 Apr 20;10:e68128. doi: 10.7554/eLife.68128. PMID: 33876725; PMCID: PMC8112869. 8: Kimyon RS, Schlarbaum JP, Liou YL, Warshaw EM, Hylwa SA. Allergic Dermatitis to Dyclonine (Dyclocaine). Dermatitis. 2019 Nov/Dec;30(6):372-373. doi: 10.1097/DER.0000000000000522. PMID: 31609856. 9: Ju D, Xie Y. Dyclonine enhances the cytotoxic effect of proteasome inhibitor bortezomib in multiple myeloma cells. Mol Med Rep. 2014 Nov;10(5):2609-12. doi: 10.3892/mmr.2014.2522. Epub 2014 Aug 28. PMID: 25174315. 10: DYCLONINE hydrochloride. J Am Med Assoc. 1956 Sep 8;162(2):116-7. PMID: 13357302. 11: Chen JM, Li DD, Chen YS, Lian B, Wang XP, Guo YH, Xu XL, Huang P, Chen TF, Liu Y, Liu QQ. The effectiveness of electro-acupuncture combined with dyclonine hydrochloride in relieving the side effects of gastroscopy: a controlled trial. Ann Palliat Med. 2021 Mar;10(3):2958-2970. doi: 10.21037/apm-20-831. Epub 2021 Mar 1. PMID: 33691439. 12: MORGINSON WJ, RICH CO, ESKELSON YD, KIRKMAN LW, UTTERBACK M, BURTON AM, COLETTI JM. Dyclonine hydrochloride: a new topical antipruritic agent. Postgrad Med. 1956 Jun;19(6):605-7. doi: 10.1080/00325481.1956.11708352. PMID: 13335606. 13: Okazaki S, Shintani S, Hirata Y, Suina K, Semba T, Yamasaki J, Umene K, Ishikawa M, Saya H, Nagano O. Synthetic lethality of the ALDH3A1 inhibitor dyclonine and xCT inhibitors in glutathione deficiency-resistant cancer cells. Oncotarget. 2018 Sep 18;9(73):33832-33843. doi: 10.18632/oncotarget.26112. PMID: 30333913; PMCID: PMC6173468. 14: GREIFENSTEIN FE, HARRIS LC Jr, PARRY JC. Dyclonine; a new local anesthetic agent: clinical evaluation. Anesthesiology. 1956 Sep-Oct;17(5):648-52. doi: 10.1097/00000542-195609000-00002. PMID: 13355009. 15: MERIFIELD DO, JOHNSON EE. Evaluation of a topical anesthetic-dyclonine. Arch Otolaryngol. 1961 Oct;74:437-40. doi: 10.1001/archotol.1961.00740030446014. PMID: 14472812. 16: Gargiulo AV, Burns GM, Huck CP. Dyclonine hydrochloride--a topical agent for managing pain. Ill Dent J. 1992 Jul-Aug;61(4):303-4. PMID: 1286862. 17: Maibach HI. Dyclonine hydrochloride, local anaesthetic allergic contact dermatitis. Contact Dermatitis. 1986 Feb;14(2):114. doi: 10.1111/j.1600-0536.1986.tb01172.x. PMID: 3709147. 18: Wang N, Jin F, Liu W, Dang S, Wang Y, Yan Y, Wu G. 1% Tetracaine hydrochloride injection pure solution aerosol inhalation combined with oral administration of dyclonine hydrochloride mucilage as upper airway anesthesia for bronchoscopy: A randomized controlled trial. Clin Respir J. 2020 Feb;14(2):132-139. doi: 10.1111/crj.13110. Epub 2019 Dec 5. PMID: 31746542. 19: Ju D, Wang X, Xie Y. Dyclonine and alverine citrate enhance the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells. Int J Mol Med. 2009 Feb;23(2):205-9. PMID: 19148544; PMCID: PMC3906854. 20: Jichao S, Cuida M, Mingxing C, Yunyun W, Dongdong Z. Oral dyclonine hydrochloride mucilage versus tetracaine spray in electronic flexible laryngoscopy: A prospective, randomized controlled trial. Am J Otolaryngol. 2016 Mar-Apr;37(2):169-71. doi: 10.1016/j.amjoto.2015.12.005. Epub 2015 Dec 9. PMID: 26954876.