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1477-19-6

1477-19-6 structure
1477-19-6 structure
  • Name: Benzarone
  • Chemical Name: (2-ethyl-1-benzofuran-3-yl)-(4-hydroxyphenyl)methanone
  • CAS Number: 1477-19-6
  • Molecular Formula: C17H14O3
  • Molecular Weight: 266.29100
  • Catalog: analytical chemistry Standard Pharmacopoeia Standards and Magazine Standards
  • Create Date: 2018-03-01 08:00:00
  • Modify Date: 2024-01-02 17:43:23
  • Benzarone (Fragivix) is a potent human uric acid transporter 1 (hURAT1) inhibitor, with an IC50 of 2.8 μM in oocyte. Benzarone could lower uric acid serum levels[1].
Name (2-ethyl-1-benzofuran-3-yl)-(4-hydroxyphenyl)methanone
Synonyms (2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
Fragivix
Benzarone
(2-ETHYL-1-BENZOFURAN-3-YL)(4-HYDROXYPHENYL)METHANONE
Fagivil
Vasoc
Fragivil
Benzaron
Venagil
Description Benzarone (Fragivix) is a potent human uric acid transporter 1 (hURAT1) inhibitor, with an IC50 of 2.8 μM in oocyte. Benzarone could lower uric acid serum levels[1].
Related Catalog
Target

IC50: 2.8 μM (hURAT1 in oocyte)[1]

References

[1]. Wempe MF, et, al. Developing potent human uric acid transporter 1 (hURAT1) inhibitors. J Med Chem. 2011 Apr 28;54(8):2701-13.

Density 1.234g/cm3
Boiling Point 473.6ºC at 760mmHg
Melting Point 124.3°
Molecular Formula C17H14O3
Molecular Weight 266.29100
Flash Point 240.2ºC
Exact Mass 266.09400
PSA 50.44000
LogP 3.93180
Vapour Pressure 1.36E-09mmHg at 25°C
Index of Refraction 1.638

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OB2975000
CHEMICAL NAME :
Ketone, 2-ethyl-3-benzofuranyl p-hydroxyphenyl
CAS REGISTRY NUMBER :
1477-19-6
BEILSTEIN REFERENCE NO. :
0222901
LAST UPDATED :
199701
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C17-H14-O3
MOLECULAR WEIGHT :
266.31
WISWESSER LINE NOTATION :
T56 BOJ C2 DOR DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>12 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3400 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>12 gm/kg
TOXIC EFFECTS :
Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>12 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 154,94,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>12 gm/kg
TOXIC EFFECTS :
Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
52500 mg/kg/5W-I
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Related to Chronic Data - death
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
52500 mg/kg/30W-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - changes in calcium Related to Chronic Data - death
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,949,1969 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1020 mg/kg
SEX/DURATION :
female 9-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,961,1969
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
6 gm/kg
SEX/DURATION :
female 9-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,961,1969
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
600 mg/kg
SEX/DURATION :
female 7-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - physical
REFERENCE :
KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 3,961,1969
HS Code 2932999099
3343-80-4 structure

3343-80-4

~90%

1477-19-6 structure

1477-19-6

Literature: J-PHARMA CO., LTD.; WEMPE, Michael, F.; ENDOU, Hitoshi Patent: WO2012/48058 A2, 2012 ; Location in patent: Page/Page column 14-15 ; WO 2012/048058 A2
3131-63-3 structure

3131-63-3

~%

1477-19-6 structure

1477-19-6

Literature: Bulletin de la Societe Chimique de France, , p. 1682,1685
100-07-2 structure

100-07-2

~%

1477-19-6 structure

1477-19-6

Literature: Journal of the Chemical Society, , p. 625,627
1646-26-0 structure

1646-26-0

~%

1477-19-6 structure

1477-19-6

Literature: Journal of Medicinal Chemistry, , vol. 54, # 8 p. 2701 - 2713
90-02-8 structure

90-02-8

~%

1477-19-6 structure

1477-19-6

Literature: Journal of Medicinal Chemistry, , vol. 54, # 8 p. 2701 - 2713
100-52-7 structure

100-52-7

~%

1477-19-6 structure

1477-19-6

Literature: WO2012/48058 A2, ; WO 2012/048058 A2
90908-77-3 structure

90908-77-3

~%

1477-19-6 structure

1477-19-6

Literature: Bulletin de la Societe Chimique de France, , p. 1682,1685
27914-73-4 structure

27914-73-4

~%

1477-19-6 structure

1477-19-6

Literature: Bulletin de la Societe Chimique de France, , p. 1682,1685
3131-63-3 structure

3131-63-3

1486-50-6 structure

1486-50-6

~%

101596-43-4 structure

101596-43-4

1477-19-6 structure

1477-19-6

Literature: Bulletin de la Societe Chimique de France, , p. 1682,1685
HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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