Dycloninhydrochlorid

Bezeichnung:Dycloninhydrochlorid

CAS-Nr536-43-6

Englisch Name:Dyclonine hydrochloride

CBNumberCB0439886

SummenformelC18H28ClNO2

Molgewicht325.87

MOL-Datei536-43-6.mol

Synonyma

Dycloninhydrochlorid

Dycloninhydrochlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	175-176°C
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	Soluble in DMSO (20 mg/ml); Water (25 mg/ml)
Aggregatzustand	solid
Farbe	White
Wasserlöslichkeit	Partly soluble in water. Soluble in chloroform, ethanol, acetone and methanol.
Merck	14,3473
Stabilität	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
InChIKey	KNZADIMHVBBPOA-UHFFFAOYSA-N
SMILES	C1(C(=O)CCN2CCCCC2)C=CC(OCCCC)=CC=1.Cl
CAS Datenbank	536-43-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-37/38-41
S-Sätze:	26-36
RIDADR	3249
WGK Germany	3
RTECS-Nr.	UG8750000
HazardClass	6.1(b)
PackingGroup	III
HS Code	2933399090

Gefahreninformationscode (GHS)

Dyclonine hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Chemische Eigenschaften
White Crystalline Solid
Originator
Dyclone,Dow,US,1956
Verwenden
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.
Verwenden
anesthetic (topical)
Verwenden
Used as a local anesthetic
Verwenden
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.
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.
Trademarks
Dyclone (AstraZeneca).
Therapeutic Function
Local anesthetic
Einzelnachweise
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

Dyclonine hydrochloride Upstream-Materialien And Downstream Produkte

Dycloninhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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