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HomeProduct name listDyclonine hydrochloride

Dyclonine hydrochloride

Synonym(s):1-(4-Butoxyphenyl)-3-(1-piperidinyl)-1-propanone;Dyclonine hydrochloride

  • CAS NO.:536-43-6
  • Empirical Formula: C18H28ClNO2
  • Molecular Weight: 325.87
  • MDL number: MFCD00035386
  • EINECS: 208-633-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-22 14:21:17
Dyclonine hydrochloride Structural

What is Dyclonine hydrochloride?

Description

Dyclonine (536-43-6) is a? topical anesthetic which has been used for oral and throat analgesia.1 Enhances neuronal mitochondrial function, potentiating respiration and providing protection against insults associated with neurodegenerative disorders.2 Inhibits aldehyde dehydrogenase ALDH3A1 resulting in accumulation of 4-hydroxynonenal, which renders head and neck squamous cell carcinoma cells sensitive to the cystine-glutamate antiporter inhibitor, sulfasalazine.3 Rescues frataxin deficiency in animal models as well as in buccal cells of patients with Friedreich’s Ataxia.4 Enhances the cytotoxic effect of proteasome inhibitors MG-1325 and bortezomib6 in cancer cells.

Chemical properties

White Crystalline Solid

Originator

Dyclone,Dow,US,1956

The Uses of Dyclonine hydrochloride

Dyclonine hydrochloride is used for the temporary relief of the following occasional mouth and throat symptoms: pain, minor irritation, sore mouth and sore throat. It is a sodium channel blocker and a HSP90 chaperone protein inhibitor. It shows local anesthetic effects in vivo and is orally active.

The Uses of Dyclonine hydrochloride

Used as a local anesthetic

The Uses of Dyclonine hydrochloride

anesthetic (topical)

The Uses of Dyclonine hydrochloride

Provides anesthesia of mucous membranes. Apply 5 to 10 minutes before a procedure; apply b.i.d. to t.i.d. for pain relief. Onset of action is within 2 to 10 minutes. Anesthesia lasts 30 to 60 minutes.

What are the applications of Application

Dyclonine, Hydrochloride is a hydrochloride salt form of dyclonine

Definition

ChEBI: The hydrochloride salt of dyclonine.

Manufacturing Process

A mixture of 17.6 grams of p-n-butoxyacetophenone, 12.1 grams of piperidine hydrochloride, 4.5 grams paraformaldehyde, 0.25 cc concentrated hydrochloric acid, 52.5 cc nitroethane, 7.5 cc of 95% ethanol, and 15 cc of toluene was boiled under reflux for one hour, removing water formed in the reaction by means of a condensate trap. The mixture was then cooled. The crystals which formed were collected by filtration, washed with anhydrous ether and recrystallized from methyl ethyl ketone. The crystals thus obtained, which melted at 174-175°C, were shown by analysis to be 4-n-butoxy-β- piperidinopropiophenone hydrochloride.

brand name

Dyclone (AstraZeneca).

Therapeutic Function

Local anesthetic

References

Groeben et al. (2001), Airway anesthesia alone does not explain attenuation of histamine-induced bronchospasm by local anesthetics: a comparison of lidocaine, ropivacaine, and dyclonine; Anesthesiology, 94 423 Boglarka et al. (2020), High-Throughput Small Molecule Screen Identifies Modulators of Mitochondrial Function in Neurons; iScience, 23 100931 Okazaki et al. (2018), Synthetic lethality of the ALDH3A1 inhibitor dyclonine and xCT inhibitors in glutathione deficiency-resistant cancer cells; Oncotarget, 9 33832 Sahdeo et al. (2014), Dyclonine rescues frataxin deficiency in animal models and buccal cells of patients with Friedriech’s ataxia; Hum. Mol. Genet., 23 6848 Ju et al. (2009), Dyclonine and alverine citrate enhance the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells; J. Mol. Med., 23 205 Ju et al. (2014), Dyclonine enhances the cytotoxic effect of proteasome inhibitor bortezomib in multiple myeloma cells; Mol. Med. Rep., 10 2609

Properties of Dyclonine hydrochloride

Melting point: 175-176°C
storage temp.  Inert atmosphere,2-8°C
solubility  Soluble in DMSO (20 mg/ml); Water (25 mg/ml)
form  solid
color  White
Water Solubility  Partly soluble in water. Soluble in chloroform, ethanol, acetone and methanol.
Merck  14,3473
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 2 months.
InChI 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
CAS DataBase Reference 536-43-6(CAS DataBase Reference)

Safety information for Dyclonine hydrochloride

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H315:Skin corrosion/irritation
H318:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Dyclonine hydrochloride

InChIKey KNZADIMHVBBPOA-UHFFFAOYSA-N
SMILES C1(C(=O)CCN2CCCCC2)C=CC(OCCCC)=CC=1.Cl

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