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Pramoxine hydrochloride

Product Name
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;Pramocaine Impurity;PRAMOXINE HYDROCHLORIDE;PRAXOMINE HYDROCHLORIDE
CBNumber
CB5675186
Molecular Formula
C17H28ClNO3
Formula Weight
329.86
MOL File
637-58-1.mol
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Pramoxine hydrochloride Property

Melting point:
181-183°
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
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)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
QD8750000
HS Code 
2934990002
Hazardous Substances Data
637-58-1(Hazardous Substances Data)
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

Pramoxine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Pramoxine hydrochloride Suppliers

CHENGHUI PHARMACEUTICAL GROUP LTD
Tel
0531-58897070 15254140813
Fax
0531-58897046
Email
market@jnchsd.com
Country
China
ProdList
219
Advantage
58
Jinan Xuanzheng Pharmaceutical Co. LTD
Tel
18610218799
Email
xuanzhengyaoye@126.com
Country
China
ProdList
14
Advantage
58
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
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61
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8836
Advantage
52
Shanghai Ennopharm Co., Ltd.
Tel
+86 (21) 6435-5022
Country
China
ProdList
4267
Advantage
65
Jinan Chenghui Shuangda biological Co., LTD
Tel
0531-58897003 15550412551
Fax
0531-58897003
Email
market@jnchsd.com
Country
China
ProdList
217
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Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
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View Lastest Price from Pramoxine hydrochloride manufacturers

Hebei Miaoyin Technology Co.,Ltd
Product
Pramoxine hydrochloride 637-58-1
Price
US $20.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000
Release date
2023-04-06
Wuhan Haorong Biotechnology Co.,Ltd
Product
Pramoxine hydrochloride 637-58-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500
Release date
2023-07-14
Apeloa production Co.,Limited
Product
Pramoxine Hcl 637-58-1
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
1000
Release date
2024-04-26

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