osalmid

Modify Date: 2024-01-04 15:31:22

osalmid Structure
osalmid structure
Common Name osalmid
CAS Number 526-18-1 Molecular Weight 229.231
Density 1.4±0.1 g/cm3 Boiling Point 350.8±27.0 °C at 760 mmHg
Molecular Formula C13H11NO3 Melting Point 179ºC
MSDS N/A Flash Point 165.9±23.7 °C

 Use of osalmid


Osalmid is a ribonucleotide reductase small subunit M2 (RRM2) targeting compound; suppresses ribonucleotide reductase activity with an IC50 of 8.23 μM.

 Names

Name 2-Hydroxy-N-(4-hydroxyphenyl)-benzamide
Synonym More Synonyms

 osalmid Biological Activity

Description Osalmid is a ribonucleotide reductase small subunit M2 (RRM2) targeting compound; suppresses ribonucleotide reductase activity with an IC50 of 8.23 μM.
Related Catalog
Target

IC50: 8.23 μM (ribonucleotide reductase)[1]

In Vitro Osalmid is identified as a potential ribonucleotide reductase small subunit M2 (RRM2) compound. Osalmid is 10-fold more active in inhibiting ribonucleotide reductase (RR) activity than hydroxyurea, and significantly inhibits HBV DNA and cccDNA synthesis in HepG2.2.15 cells in a time- and dose-dependent manner. After treatment for 8 days with Osalmid, the EC50 for HBV DNA inhibition are 11.1 μM for culture supernatant and 16.5 μM for cells. Osalmid suppresses RR activity in a concentration-dependent manner, with an IC50 of 8.23 μM. Osalmid is shown to possess potent activity against a 3TC-resistant HBV strain, suggesting utility in treating drug-resistant HBV infections[1].
In Vivo Osalmid reduces RR activity and HBV replication in HBV-transgenic mice and shows a synergistic efficacy with 3TC without significant toxicity. Oral dosing of osalmid at 400 mg/kg/d results in a time-dependent inhibition of HBV DNA replication. After treatment for 4 weeks, osalmid suppresses HBV DNA replication by about 40-45% as compared to the control in mouse sera and liver tissues[1].
Cell Assay HepG2.2.15 cells are cultured in the presence of 200 μg/mL G418. Cell viability is determined using a Cell Counting Kit-8 in 96-well plates treated with Osalmid for designated times. For long term assays, the culture supernatants are replaced with fresh media containing Osalmid every two days. The control wells contained equivalent amounts of DMSO. The CC50 is calculated as the concentration of a compound that reduced the cell viability to 50% compared to the control[1].
Animal Admin Mice: The HBV-transgenic mouse lineage is initially produced on a BALB/c background. Osalmid or 3TC is suspended in 0.05% CMC-Na and administered once a day by gavage at 400 and 100 mg/kg, respectively, for 28 days. For the combination group, mice are intragastrically administered with a mixture of osalmid and 3TC. 0.05% CMC-Na solution is used as control. The mouse sera are collected and assayed for HBV DNA levels and AST/ALT activity. Mice are then sacrificed after the 28-day drug treatment and the livers are excised for analysis[1].
References

[1]. Liu X, et al. Inhibition of hepatitis B virus replication by targeting ribonucleotide reductase M2 protein. Biochem Pharmacol. 2016 Mar 1;103:118-28.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 350.8±27.0 °C at 760 mmHg
Melting Point 179ºC
Molecular Formula C13H11NO3
Molecular Weight 229.231
Flash Point 165.9±23.7 °C
Exact Mass 229.073898
PSA 69.56000
LogP 2.53
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.711

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VN8830000
CHEMICAL NAME :
Salicylanilide, 4'-hydroxy-
CAS REGISTRY NUMBER :
526-18-1
BEILSTEIN REFERENCE NO. :
2941480
LAST UPDATED :
199806
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C13-H11-N-O3
MOLECULAR WEIGHT :
229.25
WISWESSER LINE NOTATION :
QR BVMR 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 :
6702 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,159,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1484 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,290,1995
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,159,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1050 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Lungs, Thorax, or Respiration - respiratory stimulation Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
JJPAAZ Japanese Journal of Pharmacology. (Japanese Pharmacological Soc., c/o Dept. of Pharmacology, Faculty of Medicine, Kyoto Univ., Sakyo-ku, Kyoto 606, Japan) V.1- 1951- Volume(issue)/page/year: 22,235,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
517 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,159,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1900 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: 116,154,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#03234

 Safety Information

Hazard Codes Xn
Risk Phrases R22
Safety Phrases 26-36/37
HS Code 2924299090

 Synthetic Route

~48%

osalmid Structure

osalmid

CAS#:526-18-1

Literature: Kumar, Anil; Narasimhan, Balasubramanian; Kumar, Devinder Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 12 p. 4113 - 4124

~%

osalmid Structure

osalmid

CAS#:526-18-1

Literature: Fargher; Galloway; Probert J.Textile Inst., 1930 , vol. 21, p. 245T,255T

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osalmid Structure

osalmid

CAS#:526-18-1

Literature: Weizmann; Bergmann; Sulzbacher Journal of Organic Chemistry, 1948 , vol. 13, p. 796,799

 Customs

HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Synonyms

MFCD00020026
bilene
osalmid
bilocol
2-Hydroxy-N-(4-hydroxyphenyl)benzamide
Qsalmid
auxobil
EINECS 208-385-9
LOIRD
2-Hydroxy-N-(4-Hydroxy Phenyl)Benzamide
driol
phps
l1718
Benzamide, 2-hydroxy-N-(4-hydroxyphenyl)-
4'-HYDROXYSALICYLANILIDE
Oksafenamide
enidran
N-Salicoylaminophenol
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