Pramocainhydrochlorid

Bezeichnung:Pramocainhydrochlorid

CAS-Nr637-58-1

Englisch Name:Pramoxine hydrochloride

CBNumberCB5675186

SummenformelC17H28ClNO3

Molgewicht329.86

MOL-Datei637-58-1.mol

Synonyma

Pramocainhydrochlorid

Pramocainhydrochlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	181-183°
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
Farbe	White to Off-White
Stabilität	Hygroscopic
InChI	InChI=1S/C17H27NO3.ClH/c1-2-3-12-20-16-5-7-17(8-6-16)21-13-4-9-18-10-14-19-15-11-18;/h5-8H,2-4,9-15H2,1H3;1H
InChIKey	SYCBXBCPLUFJID-UHFFFAOYSA-N
SMILES	C1(OCCCN2CCOCC2)=CC=C(OCCCC)C=C1.Cl
LogP	3.477 (est)
CAS Datenbank	637-58-1(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	22-36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	QD8750000
HS Code	2934990002
Giftige Stoffe Daten	637-58-1(Hazardous Substances Data)
Toxizität	LD50 i.v. in mice: 79.5 ±2.7 mg/kg (Schmidt); LD50 in mice (mg/kg): 300 i.p., 750 s.c. (Monash, Gibbs)

Gefahreninformationscode (GHS)

Pramoxine hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
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
Pramoxine, also known as pramocaine, is different from other local anesthetic compounds in chemical structure. Active groups which are carboxylic acid derivatives like ester and amide are not present in this molecule. The drug molecule consists of ether functional groups that are much less active on a chemical level. The presence of the free radical morpholine in this compound is the cause of the reduction of the factor of toxicity and pharmacological activity. In pramoxine, toxicity is reduced but the local anesthetic affect is maintained.
Originator
Tronothane, Abbott, US ,1954
Verwenden
Pramoxine Hydrochloride is used as a local anaesthetic and often in anti-itch formulations that provides temporary relief from itching caused by insect bites, minor skin irritations, poison ivy, sunburn and more.
Definition
ChEBI: Pramoxine hydrochloride is an aromatic ether.
Indications
Pramoxine hydrochloride (Itch-X, PrameGel, Prax, Tronothane, AmLactin AP) is a local anesthetic that is structurally similar to dyclonine and unrelated to the esteror amide-type compounds.Apply to affected area t.i.d. to q.i.d., as directed by a physician. Useful for patients sensitive to ester and/or amide anesthetics. Onset of anesthesia is within minutes. Duration of anesthesia is 2 to 4 hours.
Manufacturing Process
About 5.6 g of potassium hydroxide is dissolved in about 150 cc of refluxing ethanol, and then about 16.6 g of hydroquinone monobutyl ether is added to the alcoholic solution. When the hydroquinone is dissolved, about 16.3 g of γmorpholinopropyl chloride (dissolved in a small amount of ethanol) is added to the refluxing solution. The solution is refluxed for about 24 hours and then cooled. The product is recovered by filtering the reaction mixture and then removing the solvent by vacuum distillation. The oily residue is acidified and shaken with ether. The acidic phase is made strongly alkaline with 40% sodium hydroxide, and the oil which separates is extracted into ether. The ethereal phase is dried, and the solvent removed by vacuum distillation. The product distills at 183° to 184°C at a pressure of 2.8 mm. The hydrochloride salt of the foregoing base is prepared by dissolving the base in ether and acidifying with hydrochloric acid and is found to have a MP of 181° to 183°C.
Trademarks
Tronolane (Ross); Tronothane (Abbott).
Therapeutic Function
Local anesthetic
Clinical Use
Pramoxine is an amino-ether which, like dyclonine, is used as a topical agent in the form of its hydrochloride. Pramoxine hydrochloride may be used for anaesthesia of minor skin wounds and the relief of haemomhoids and other anorectal disorders.The drug is an ingredient of many proprietary topical products, and the U.S.P. has official cream and gel formulations.
Veterinary Drugs and Treatments
A surface and local anesthetic to peripheral nerves not related structurally to procaine-type anesthetics, pramoxine is often added to other topicals to reduce pain and/or itching.
Mode of action
Pramoxine hydrochloride is the hydrochloride salt form of pramoxine, a morpholine derivative with local anesthetic property. Pramocaine hydrochloride decreases the permeability of the neuronal membrane to sodium ions by reversibly binding to and inhibiting voltage-gated sodium channels. This results in stabilization of the membrane and, thereby inhibiting the ionic fluxes required for membrane depolarization, hence resulting in the failure to initiate a propagated action potential and subsequent conduction blockade.

Pramoxine hydrochloride Upstream-Materialien And Downstream Produkte

Pramocainhydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

637-58-1, Pramoxine hydrochloride Verwandte Suche:

Send Inquriy