马索普罗科尔

Description

Masoprocol · CAS 27686-84-6 · C18H22O4. UNII 7BO8G1BYQU. Melting Point: 185.5; Melting Point: 185.5 °C; Solubility: 1.36e-02 g/L.

Identification

CAS Registry Number	27686-84-6
PubChem CID	71398
Molecular formula	C18H22O4
IUPAC name	4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
UNII (FDA)	7BO8G1BYQU

Computed Descriptors

Molecular Weight	302.4
XLogP3	4.3
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	302.15180918
Monoisotopic Mass	302.15180918
Topological Polar Surface Area	80.9
Heavy Atom Count	22
Formal Charge	0

Physical & Chemical Properties

Melting Point	185.5
Melting Point	185.5 °C
Solubility	1.36e-02 g/L
LogP	5.8

Physical description & handling notes

• Solid
• Masoprocol is a novel antineoplastic agent. It is not known exactly how masoprocol works. Laboratory experiments have shown that masoprocol prevents cells similar to the ones found in actinic keratoses from multiplying. Masoprocol was withdrawn from the U.S. market in June 1996.

Documented Uses

• Used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated).
• 1,2-Benzenediol, 4,4'-[(2R,3S)-2,3-dimethyl-1,4-butanediyl]bis-, rel-: INACTIVE
• Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
• Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES.
• Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes.
• L - Antineoplastic and immunomodulating agents

Synonyms

Masoprocol; 27686-84-6; meso-NDGA; meso-Nordihydroguaiaretic acid; Actinex; Masoprocolum; CHX 100; CHX-100; meso-4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol; 1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-; ORISTAR NHGA; DTXSID5045178; 4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol; 7BO8G1BYQU; INSM-18; erythro-nordihydroguaiaretic acid

Frequently Asked Questions

What are the CAS number and molecular formula of Masoprocol?

CAS 27686-84-6; molecular formula C18H22O4; molecular weight — g/mol.

What other names is Masoprocol known by?

Masoprocol, 27686-84-6, meso-NDGA, meso-Nordihydroguaiaretic acid, Actinex, Masoprocolum.

What are the key physical properties of Masoprocol?

Melting Point: 185.5; Melting Point: 185.5 °C; Solubility: 1.36e-02 g/L; LogP: 5.8.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.