Kopexil

Last updated
Kopexil
Kopexil tautomerism.svg
Names
IUPAC names
2,3-Dihydro-3-hydroxy-2-imino-4-pyrimidinamine
2,4-Diaminopyrimidine 3-N-oxide
Other names
Aminexil
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 616-121-2
PubChem CID
UNII
  • InChI=1S/C4H6N4O/c5-3-1-2-7-4(6)8(3)9/h1-2H,5H2,(H2,6,7)
    Key: SGHQFNHCCOBUKB-UHFFFAOYSA-N
  • InChI=1S/C4H6N4O/c5-3-1-2-7-4(6)8(3)9/h1-2,6,9H,5H2
    Key: YTKGAYFHUZTLCI-UHFFFAOYSA-N
  • c1cnc([n+](c1N)[O-])N
Properties
C4H6N4O
Molar mass 126.119 g·mol−1
Appearancewhite odorless crystals [1]
Melting point 210 to 218 °C (410 to 424 °F; 483 to 491 K) [1]
slightly soluble [1]
Hazards
GHS pictograms GHS-pictogram-exclam.svg
GHS Signal word Warning
H302
P264, P270, P301+312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)
Infobox references

Kopexil (INCI name diaminopyrimidine oxide, trade name Aminexil) is a chemical compound similar to minoxidil. Minoxidil was originally used to treat high blood pressure; a side effect was increased body hair. Both compounds have been used for therapy of alopecia. [2] Kopexil is not approved for use as a drug in the United States or in Europe.

Contents

Chemical structure

Kopexil is an N-oxide, a group of substances in which the nitrogen atom of a tertiary amine is oxidized. The compound can exist in two tautomeric forms.

Mechanism of action

The exact mechanism of action of kopexil is unknown. There is no proof of therapeutic effect for kopexil against alopecia. [3]

Related Research Articles

Alopecia areata Condition in which hair is lost from some or all areas of the body

Alopecia areata, also known as spot baldness, is a condition in which hair is lost from some or all areas of the body. Often it results in a few bald spots on the scalp, each about the size of a coin. The disease may cause psychological stress. People are generally otherwise healthy. In a few cases, all the hair on the scalp is lost or all body hair is lost and loss can be permanent.

Hair loss Loss of hair from the head or body

Hair loss, also known as alopecia or baldness, refers to a loss of hair from part of the head or body. Typically at least the head is involved. The severity of hair loss can vary from a small area to the entire body. Inflammation or scarring is not usually present. Hair loss in some people causes psychological distress.

Minoxidil

Minoxidil is a medication used for the treatment of high blood pressure and pattern hair loss in males and females. It is an antihypertensive vasodilator. It is available as a generic medication by prescription in oral tablet form and over the counter as a topical liquid or foam.

Ketoconazole Antifungal chemical compound

Ketoconazole, sold under the brand name Nizoral among others, is an antifungal medication used to treat a number of fungal infections. Applied to the skin it is used for fungal skin infections such as tinea, cutaneous candidiasis, pityriasis versicolor, dandruff, and seborrheic dermatitis. Taken by mouth it is a less preferred option and only recommended for severe infections when other agents cannot be used. Other uses include in the treatment of excessive hair growth and Cushing's syndrome.

Telogen effluvium

Telogen effluvium is a scalp disorder characterized by the thinning or shedding of hair resulting from the early entry of hair in the telogen phase. It is in this phase that telogen hairs begin to shed at an increased rate, where normally the approximate rate of hair loss is 125 hairs per day.

Alopecia universalis

Alopecia universalis(AU), also known as alopecia areata universalis, is a medical condition involving the loss of all body hair, including eyebrows, eyelashes, chest hair, armpit hair, and pubic hair. It is the most severe form of alopecia areata.

Finasteride Antiandrogen medication

Finasteride, sold under the brand names Proscar and Propecia among others, is a medication used to treat hair loss and benign prostatic hyperplasia in men. It can also be used to treat excessive hair growth in women and as a part of hormone therapy for transgender women. It is taken by mouth.

The management of hair loss, also known as alopecia or baldness, may include medications and surgery.

Alopecia totalis

Alopecia totalis is the loss of all skull and facial hair. Its causes are unclear, but believed to be autoimmune. Research suggests there may be a genetic component linked to developing alopecia totalis; the presence of DRB1*0401 and DQB1*0301, both of which are Human Leukocyte Antigens (HLA), were found to be associated with long-standing alopecia totalis.

Pattern hair loss

Pattern hair loss is hair loss that primarily affects the top and front of the scalp. In male-pattern hair loss (MPHL), the hair loss typically presents itself as either a receding front hairline, loss of hair on the crown (vertex) of the scalp, or a combination of both. Female-pattern hair loss (FPHL) typically presents as a diffuse thinning of the hair across the entire scalp.

SULT1A1

Sulfotransferase 1A1 is an enzyme that in humans is encoded by the SULT1A1 gene.

Loose anagen syndrome

Loose anagen syndrome, also known as loose anagen hair syndrome, is a hair disorder related to dermatology. It is characterised by the easy and pain free detachment of anagen staged hairs from the scalp. This hair condition can be spontaneous or genetically inherited.

Scarring hair loss, also known as cicatricial alopecia, is the loss of hair which is accompanied with scarring. This is in contrast to non scarring hair loss.

Folliculitis decalvans

Folliculitis decalvans is an inflammation of the hair follicle that leads to bogginess or induration of involved parts of the scalp along with pustules, erosions, crusts, ulcers, and scale. It begins at a central point and spreads outward, leaving scarring, sores, and, due to the inflammation, hair loss in its wake. No permanent cure has been found for this condition, but there is promise in a regimen of dual therapy with rifampin 300 mg twice daily and clindamycin 300 mg twice daily. This new treatment can be used to control the condition, and tests have indicated that after 3 to 5 months long uninterrupted courses of treatment, many patients have seen limited to no recurrence.

Non scarring hair loss, also known as noncicatricial alopecia is the loss of hair without any scarring being present. There is typically little inflammation and irritation, but hair loss is significant. This is in contrast to scarring hair loss during which hair follicles are replaced with scar tissue as a result of inflammation. Hair loss may be spread throughout the scalp (diffuse) or at certain spots (focal). The loss may be sudden or gradual with accompanying stress.

Menthogen

Menthogen is a topically applied scalp stimulant which is claimed by its manufacturers to treat itchiness and irritation of the scalp as well as combating certain types of alopecia. Since its development Menthogen has been further developed in the UK by a team of trichologists.

Alfatradiol

Alfatradiol, also known as 17α-estradiol and sold under the brand names Avicis, Avixis, Ell-Cranell Alpha, and Pantostin, is a weak estrogen and 5α-reductase inhibitor medication which is used topically in the treatment of pattern hair loss in men and women. It is a stereoisomer of the endogenous steroid hormone and estrogen 17β-estradiol.

Collagen induction therapy

Collagen induction therapy (CIT), also known as microneedling, dermarolling, or skin needling, is a cosmetic procedure that involves repeatedly puncturing the skin with tiny, sterile needles. CIT should be separated from other contexts in which microneedling devices are used on the skin, e.g. transdermal drug delivery, vaccination.

TRX2 is a dietary supplement marketed for individuals with hair loss. It is manufactured and sold by Oxford BioLabs in the United Kingdom, marketed in 2011.

RU-58841

RU-58841, also known as PSK-3841 or HMR-3841, is a nonsteroidal antiandrogen (NSAA) which was initially developed in the 1980s by Roussel Uclaf, the French pharmaceutical company from which it received its name. It was formerly under investigation by ProStrakan for potential use as a topical treatment for androgen-dependent conditions including acne, pattern hair loss, and excessive hair growth. The compound is similar in structure to the NSAA RU-58642 but contains a different side-chain. These compounds are similar in chemical structure to nilutamide, which is related to flutamide, bicalutamide, and enzalutamide, all of which are NSAAs similarly. RU-58841 can be synthesized either by building the hydantoin moiety or by aryl coupling to 5,5-dimethylhydantoin.

References

  1. 1 2 3 MSDS for Kopexil at Kumar Organics. Archived 2015-07-22 at the Wayback Machine March 28th 2012.
  2. Trüeb RM, de Viragh PA: Status of scalp hair and therapy of alopecia in men in Switzerland; PMID   11256223.
  3. Wolfgang Raab: Haarerkrankungen in der dermatologischen Praxis , p. 82, at Google Books (German).