masoprocol

Trade name: actinex

Small moleculeapproved

Approved

Sep 4, 1992

Misoprostol is an antineoplastic drug used to treat skin growths caused by sun exposure. Masoprocol is a novel antineoplastic agent was used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated). Masoprocol was withdrawn from the U.S. market in June 1996. It is not known exactly how Masoprocol works. Studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known. Symptoms of overdose or allergic reaction include bluish coloration of skin, dizziness, severe, or feeling faint, wheezing or trouble in breathing. — NCATS

Clinical trial activity

2 trials · 3 clinical orgs · 1 marketing orgs

Phase 1
1
Phase 2
1
Phase 3
0
Phase 4
0

Earliest trial started Jun 1, 2005 (NCT00313534)

Timeline

1990s

  1. Sep 4, 1992

    University of Arizona — Earliest FDA Approval

  2. Sep 4, 1992

    University of Arizona — NDA Organization

  3. Sep 4, 1992

    University of Arizona — NDA Secondary Org

2000s

  1. Jan 1, 2005

    Earliest Phase 1 Sponsor(trial)

  2. Jan 1, 2008

    Earliest Phase 2 Sponsor(trial)

Indications

Mechanism of action

Approval history

  • approvedSep 4, 1992

Chemistry & pharmacology

Loading structure…

SMILES

C[C@H](Cc1ccc(O)c(O)c1)[C@@H](C)Cc1ccc(O)c(O)c1
Mol. weight
302.37 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Topical
Availability
Discontinued

Oral

No

Parenteral

No

Topical

Yes

Sources

Also known as

  • actinex
  • actinex
  • actinex
  • actinex
  • chx-100
  • chx-100
  • erythro-nordihydroguaiaretic acid
  • erythro-nordihydroguaiaretic acid
  • insm-18
  • insm-18
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocol
  • masoprocolum
  • masoprocolum
  • meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
  • meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
  • meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
  • meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
  • meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
  • meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
  • meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
  • meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
  • meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • meso-ndga
  • meso-ndga
  • meso-ndga
  • meso-nordihydroguaiaretic acid
  • meso-nordihydroguaiaretic acid
  • meso-nordihydroguaiaretic acid
  • mesonordihydroguaiaretic acid
  • meso-β,γ-dimethyl-α,δ-bis(3,4-dihydroxyphenyl)butan
  • meso-β,γ-dimethyl-α,δ-bis(3,4-dihydroxyphenyl)butan
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid
  • nordihydroguaiaretic acid

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT00678015Phase 2May 1, 2008Insmed, Inc., University of California, San Francisco
NCT00313534Phase 1Jun 1, 2005National Cancer Institute (NCI), University of California, San Francisco
Showing 2 of 2 trials
Page 1 / 1

Organizations

Research & Development (3)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
University of California, San FranciscoAcademic/Hospital2222005
Insmed, Inc.For profit1012008
National Cancer Institute (NCI)Government1012005
3 organizations
Page 1 / 1

Marketing (2)

OrganizationOrg typeRelationshipDate
University of ArizonaAcademic/HospitalNDASep 4, 1992
University of ArizonaAcademic/HospitalNDA2Sep 4, 1992