Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H27NO3 |
Molecular Weight | 293.4012 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOC1=CC=C(OCCCN2CCOCC2)C=C1
InChI
InChIKey=DQKXQSGTHWVTAD-UHFFFAOYSA-N
InChI=1S/C17H27NO3/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
Molecular Formula | C17H27NO3 |
Molecular Weight | 293.4012 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Pramoxine (also known as pramocaine or pramoxine HCI) is a topical anesthetic and antipruritic. Pramoxine is used to temporarily relieve itching and pain caused by minor skin irritation such as minor burns/cuts/scrapes, sunburn, eczema, insect bites, cold sores, or rashes from poison ivy, poison oak, or poison sumac. Some products containing pramoxine are also used to temporarily relieve the itching and discomfort from hemorrhoids and certain other problems of the genital/anal area (such as anal fissures, itching around the vagina/rectum). Pramocaine is available by itself and in combination with other medications in various topical preparations. It works by preventing ionic fluctuations needed for neuron membrane depolarization and action potential propagation. Pramoxine reversibly binds and inhibits voltage gated sodium channels on neurons decreasing sodium permeability into the cell. This stabilizes the membrane and prevents ionic fluctuations needed for depolarization stopping any action potential propagation.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2331043 Sources: https://www.drugbank.ca/drugs/DB09345 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | PRAMOSONE Approved UseUse for the temporary relief of pain and itching associated with minor lip or skin irritations (e.g., dermatoses, insect bites, minor burns or sunburns, minor cuts or scrapes, cold sores, hives, rashes due to poison ivy, poison oak, or poison sumac) Launch Date1976 |
PubMed
Title | Date | PubMed |
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Childhood shingles. Herpes zoster can occur in healthy children too. | 2004 Apr |
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Uncovering tinea incognito. Topical corticosteroids can mask typical features of ringworm. | 2004 Jul |
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Lack of burning and stinging from a novel first-aid formulation applied to experimental wounds. | 2004 Mar-Apr |
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Decreased efficacy of topical anesthetic creams in presence of benzoyl peroxide. | 2005 Nov |
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Treating itch in psoriasis. | 2006 Jun |
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Evaluation of pramoxine ingestion as reported to poison centers. | 2006 May |
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Perioral dermatitis. | 2008 |
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A pramoxine-based anti-itch lotion is more effective than a control lotion for the treatment of uremic pruritus in adult hemodialysis patients. | 2009 |
Patents
Sample Use Guides
Adults
Dermatologic Conditions
Topical
As self-medication: Apply gel, lotion, ointment, or solution to the affected area up to 3 or 4 times daily.
Fixed combination with hydrocortisone: Apply cream, lotion, or ointment to the affected area as a thin film 3 or 4 times daily.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/932995
Pramoxine (1.36 x 10(-5) M) caused attenuation of the response to substance P, the responses to acetylcholine, histamine and barium chloride in guinea-pig ileum.
Substance Class |
Chemical
Created
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admin
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Edited
Sat Dec 16 17:05:23 GMT 2023
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Sat Dec 16 17:05:23 GMT 2023
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Record UNII |
068X84E056
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C245
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WHO-ATC |
C05AD07
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WHO-ATC |
D04AB07
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WHO-VATC |
QC05AD07
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WHO-VATC |
QD04AB07
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Code System | Code | Type | Description | ||
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34347
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PRIMARY | RxNorm | ||
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C61903
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Pramoxine
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100000081415
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SUB09994MIG
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PRIMARY | |||
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068X84E056
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PRIMARY | |||
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DTXSID8040692
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PRIMARY | |||
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C005548
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PRIMARY | |||
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3487
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PRIMARY | |||
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DB09345
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8357
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205-425-7
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140-65-8
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PRIMARY | |||
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PRAMOCAINE
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235
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m9099
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PRIMARY | Merck Index | ||
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4886
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068X84E056
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PRIMARY | |||
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CHEMBL1198
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |