| Identification | More | [Name]
Pramoxine hydrochloride | [CAS]
637-58-1 | [Synonyms]
4-[3-(P-BUTOXYPHENOXY)PROPYL]MORPHOLINE HYDROCHLORIDE
4-n-butoxyphenyl gamma-morpholinopropyl ether hydrochloride
4-N-BUTOXYPHENYL G-MORPHOLINOPROPYL ETHER HYDROCHLORIDE
PRAMOXINE HCL
PRAMOXINE HYDROCHLORIDE
PRAXOMINE HYDROCHLORIDE
TRONOTHANE HYDROCHLORIDE
4-(3-(p-butoxyphenoxy)propyl)-morpholinhydrochloride
gamma-morpholinopropyl4-n-butoxyphenyletherhydrochloride
p-butoxyphenylgamma-morpholinopropyletherhydrochloride
proctofoam
pramocaine hydrochloride
PRAMOXINE HCL USP
TRONOTHANE HYDROCHLORIDE USP
4-n-Butoxyphenylg-morpholinopropyletherhydrochlorideusp
PRAMOXINEHYDROCHLORIDE,USP
MORPHOLINE,4-(3-(PARA-BUTOXYPHENOXY)PROPYL)-,HYDROCHLORIDE
4-[3-(P-BUTOXYPHENOXY)PROPYL]MORPHOLINE HYDROCHLORIDE USP
Proxazocaine hydrochloride | [EINECS(EC#)]
211-293-1 | [Molecular Formula]
C17H28ClNO3 | [MDL Number]
MFCD00054323 | [Molecular Weight]
329.86 | [MOL File]
637-58-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
181-183° | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [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) |
| Hazard Information | Back Directory | [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.
Pramoxine Hydrochloride is the hydrochloride salt form of pramoxine, It is a common, over-the-counter anti-itch ingredient that provides temporary relief from itching caused by insect bites, minor skin irritations, poison ivy, sunburn and more. | [Originator]
Tronothane, Abbott, US ,1954 | [Uses]
muscle relaxant (smooth) | [Uses]
Pramoxine Hydrochloride is used as a local anaesthetic and often in anti-itch formulations. | [Uses]
slows growth of unwanted facial hair | [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. | [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.? |
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