Oxyphenisatine

Modify Date: 2024-01-02 10:57:49

Oxyphenisatine Structure
Oxyphenisatine structure
Common Name Oxyphenisatine
CAS Number 125-13-3 Molecular Weight 317.33800
Density 1.352g/cm3 Boiling Point 562.9ºC at 760 mmHg
Molecular Formula C20H15NO3 Melting Point N/A
MSDS N/A Flash Point 294.2ºC

 Use of Oxyphenisatine


Oxyphenisatine (Oxyphenisatin) is a laxative. Oxyphenisatin acetate is the pro-drug of oxyphenisatin with anticancer activity.

 Names

Name 3,3-bis(4-hydroxyphenyl)-1H-indol-2-one
Synonym More Synonyms

 Oxyphenisatine Biological Activity

Description Oxyphenisatine (Oxyphenisatin) is a laxative. Oxyphenisatin acetate is the pro-drug of oxyphenisatin with anticancer activity.
Related Catalog
In Vitro Oxyphenisatin has been shown to have antiproliferative activity. Oxyphenisatin acetate (OXY, NSC 59687) is the pro-drug of oxyphenisatin. OXY inhibits the growth of the breast cancer cell lines MCF7, T47D, HS578T, and MDA-MB-468 (IC50=0.8, 0.6, 2.1, 1.8 μM). This effect is associated with selective inhibition of translation accompanied by rapid phosphorylation of the nutrient sensing eIF2α kinases, GCN2 and PERK[1].
In Vivo Toxicity studies demonstrate that mice tolerate IP administration of OXY at 300 mg/kg once daily or 200 mg/kg twice daily. Administration of OXY at 300 mg/kg IP once daily for 10 days results in significantly smaller tumors from day 33 to day 52[1].
Animal Admin Mice: When tumors reaches 120 mg, mice are randomized into treatment groups and therapy is initiated. Asimple toxicity assessment to determine tolerability to OXY is conducted by administering single intraperitoneal (IP) doses of compound at 100, 200, and 400 mg/kg. The mice were observed for adverse effects for 14 days postdose[1].
References

[1]. Morrison BL, et al. Oxyphenisatin acetate (NSC 59687) triggers a cell starvation response leading to autophagy, mitochondrial dysfunction, and autocrine TNFα-mediated apoptosis. Cancer Med. 2013 Oct;2(5):687-700.

 Chemical & Physical Properties

Density 1.352g/cm3
Boiling Point 562.9ºC at 760 mmHg
Molecular Formula C20H15NO3
Molecular Weight 317.33800
Flash Point 294.2ºC
Exact Mass 317.10500
PSA 69.56000
LogP 3.52230
Vapour Pressure 2.82E-13mmHg at 25°C
Index of Refraction 1.691
Storage condition 2-8℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NM2083780
CHEMICAL NAME :
2-Indolinone, 3,3-bis(p-hydroxyphenyl)-
CAS REGISTRY NUMBER :
125-13-3
BEILSTEIN REFERENCE NO. :
0286070
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C20-H15-N-O3
MOLECULAR WEIGHT :
317.36

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
300 ug/kg/36H-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Liver - jaundice, other or unclassified Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
REFERENCE :
NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928- Volume(issue)/page/year: 285,813,1971
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
214 ug/kg/1D
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Liver - jaundice, other or unclassified Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
REFERENCE :
NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928- Volume(issue)/page/year: 285,813,1971

 Safety Information

HS Code 2933790090

 Synthetic Route

~90%

Oxyphenisatine Structure

Oxyphenisatine

CAS#:125-13-3

Literature: Song, Hyun Nam; Lee, Hong Jung; Kim, Hyoung Rae; Ryu, Eung K.; Kim, Jae Nyoung Synthetic Communications, 1999 , vol. 29, # 19 p. 3303 - 3311

~%

Oxyphenisatine Structure

Oxyphenisatine

CAS#:125-13-3

Literature: Woelm Fabr. Chem.-Pharm. Praep. Patent: DE824203 , 1948 ;

~%

Oxyphenisatine Structure

Oxyphenisatine

CAS#:125-13-3

Literature: Inagaki Yakugaku Zasshi, 1933 , vol. 53, p. 686,696;dtsch.Ref.S.133 Chem. Zentralbl., 1933 , vol. 104, # II p. 2133

 Customs

HS Code 2933790090
Summary 2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

 Synonyms

Phenolisatin
Oxyphenisatine
Propellax
Hoscolax
Neodrast
3,3-bis-(4-hydroxy-phenyl)-indolin-2-one
EINECS 204-728-1
Veripaque
3,3-bis(4'-hydroxyphenyl)-2-oxo-2,3-dihydroindole
Diphenolisatin
3,3-bis-(4-hydroxy-phenyl)-1,3-dihydro-indol-2-one
Normalax
Oxyphenisatin
Isatinbisphenol
3,3-bis-(4-hydroxyphenyl)-2-indolinone
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