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Pramoxine hydrochloride

CAS No.
637-58-1
Chemical Name:
Pramoxine hydrochloride
Synonyms
PRAMOXINE HCL;PRAMOXINE HCL USP;proctofoam;Pramoxine HCI;Pramocaine HCl;PraMoxine HCL API;Pramoxine Hcl USP38;PRAMOXINE HYDROCHLORIDE;PRAXOMINE HYDROCHLORIDE;Pumocaine hydrochloride
CBNumber:
CB5675186
Molecular Formula:
C17H28ClNO3
Molecular Weight:
329.86
MDL Number:
MFCD00054323
MOL File:
637-58-1.mol
MSDS File:
SDS
Last updated:2024-04-17 09:05:22

Pramoxine hydrochloride Properties

Melting point 181-183°
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
color White to Off-White
Stability 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 DataBase Reference 637-58-1(CAS DataBase Reference)
EWG's Food Scores 1-3
FDA UNII 88AYB867L5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  QD8750000
HS Code  2934990002
Toxicity 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)
NFPA 704
0
2 0

Pramoxine hydrochloride price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P9422 Pramoxine hydrochloride analytical standard, ≥98% 637-58-1 10g $64.2 2024-03-01 Buy
Sigma-Aldrich 1554002 Pramoxine hydrochloride United States Pharmacopeia (USP) Reference Standard 637-58-1 400mg $436 2024-03-01 Buy
Cayman Chemical 30077 Pramoxine (hydrochloride) 637-58-1 10g $55 2024-03-01 Buy
Cayman Chemical 30077 Pramoxine (hydrochloride) 637-58-1 25g $100 2024-03-01 Buy
Sigma-Aldrich PHR1302 Pramoxine hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 637-58-1 1g $107 2024-03-01 Buy
Product number Packaging Price Buy
P9422 10g $64.2 Buy
1554002 400mg $436 Buy
30077 10g $55 Buy
30077 25g $100 Buy
PHR1302 1g $107 Buy

Pramoxine hydrochloride Chemical Properties,Uses,Production

Description

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

Uses

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.

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.

Definition

ChEBI: Pramoxine hydrochloride is an aromatic ether.

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.

brand name

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.

4441-30-9
39969-57-8
637-58-1
Synthesis of Pramoxine hydrochloride from 3-Morpholinopropanol and 1-BROMO-4-BUTOXYBENZENE

Pramoxine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 295)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Aoliqisi New Material Technology Co., Ltd.
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+86-16632316109 xinshengkeji@xsmaterial.com China 1100 58
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Related articles

View Lastest Price from Pramoxine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pramoxine hydrochloride pictures 2024-04-19 Pramoxine hydrochloride
637-58-1
US $689.00 / kg 1kg 99% 8900kg ZHEJIANG JIUZHOU CHEM CO., LTD
Pramoxine hydrochloride pictures 2024-04-15 Pramoxine hydrochloride
637-58-1
US $1.00 / mg 1000mg 99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
Pramoxine hydrochloride pictures 2024-04-15 Pramoxine hydrochloride
637-58-1
US $1.00 / mg 1000mg 99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD

Pramoxine hydrochloride Spectrum

TRONOTHANE HYDROCHLORIDE USP 4-n-Butoxyphenylg-morpholinopropyletherhydrochlorideusp Morpholine, 4-[3-(4-butoxyphenoxy)propyl]-, hydrochloride (1:1) Pramoxine hydrochloride 4-n-Butoxyphenyl gamma-morpholinopropyl ether hydrochloride Pramoxine Hydrochloride (400 mg) PRAMOXINEHYDROCHLORIDE,USP MORPHOLINE,4-(3-(PARA-BUTOXYPHENOXY)PROPYL)-,HYDROCHLORIDE 4-[3-(P-BUTOXYPHENOXY)PROPYL]MORPHOLINE HYDROCHLORIDE USP Proxazocaine hydrochloride Pramoxine Hydrochloride (500 mg) PraMoxine HCL API 4-(3-(4-butoxyphenoxy)propyl)Morpholine hydrochloride 4-(3-(p-butoxyphenoxy)propyl)-morpholinhydrochloride gamma-morpholinopropyl4-n-butoxyphenyletherhydrochloride p-butoxyphenylgamma-morpholinopropyletherhydrochloride proctofoam PRAMOXINE HYDROCHLORIDE PRAXOMINE HYDROCHLORIDE TRONOTHANE HYDROCHLORIDE 4-[3-(P-BUTOXYPHENOXY)PROPYL]MORPHOLINE HYDROCHLORIDE 4-n-butoxyphenyl gamma-morpholinopropyl ether hydrochloride 4-N-BUTOXYPHENYL G-MORPHOLINOPROPYL ETHER HYDROCHLORIDE pramocaine hydrochloride Pramoxine Hydrochloride 637-58-1 99.9% raw powder Pramocaine hydrochloride for antipruritic use Pramoxine Hcl USP38 Morpholine, 4-[3-(4-butoxyphenoxy)propyl]-, hydrochloride Pramoxine D8 hydrochloride Pramoxine Hydrochloride (1554002) PRAMOXINE HCL PRAMOXINE HCL USP Pramoxine HCI Pumocaine hydrochloride Plamoxine hydrochloride 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride[Tronothane Hydrochloride Pramocaine HCl 637-58-1 C17H27NO3HCl C17H28ClNO3 PON - PT Analytical Standards Analytical Chromatography Product Catalog Alphabetic YUTOPAR API 1