Salicylanilide

Names

[ CAS No. ]:
87-17-2

[ Name ]:
Salicylanilide

[Synonym ]:
2-Phenylaminocarbonylphenol
Salinide
Benzamide, 2-hydroxy-N-phenyl-
Salicylanilid
2-Hydroxy-N-phenylbenzamide
Salifebrin
Ansadol
salicylamide
salicylic acid anilide
N-Phenylsalicylamide
Hyanilid
EINECS 201-727-8
2-hydroxy-N-phenyl-benzamide
Aseptolan
Salicylanilide
MFCD00002212

Biological Activity

[Description]:

Salicylanilide demonstrates a wide range of biological activities including antiviral potency which can inhibit HIV virus by targeting HIV-1 integrase or reverse transcriptase.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Integrase

Signaling Pathways >> Anti-infection >> HIV

Research Areas >> Infection

[Target]

HIV-1 integrase, reverse transcriptase[1]

[In Vitro]

Some Salicylanilides and salicylamides could inhibit HIV virus by targeting of HIV-1 integrase or reverse transcriptase. Hepatitis C virus is another virus, which can be potentially afflicted by Salicylanilides on the level of two enzymes-NS3 protease and NS5B RNA polymerase[1].

[References]

[1]. Krátký M, et al. Antiviral activity of substituted salicylanilides--a review. Mini Rev Med Chem. 2011 Oct;11(11):956-67.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
294.3±23.0 °C at 760 mmHg

[ Melting Point ]:
136-138 °C(lit.)

[ Molecular Formula ]:
C₁₃H₁₁NO₂

[ Molecular Weight ]:
213.232

[ Flash Point ]:
131.8±22.6 °C

[ Exact Mass ]:
213.078979

[ PSA ]:
49.33000

[ LogP ]:
3.27

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.676

[ Water Solubility ]:
SLIGHTLY SOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VN7850000

CHEMICAL NAME :: Salicylanilide

CAS REGISTRY NUMBER :: 87-17-2

BEILSTEIN REFERENCE NO. :: 1108135

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C13-H11-N-O2

MOLECULAR WEIGHT :: 213.25

WISWESSER LINE NOTATION :: QR BVMR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,663,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRMCE8 Farmaco. (Societa Chimica Italiana, Corso Strada Nova, 86, Casella Postale 227, 27100 Pavia, Italy) V.44- 1989- Volume(issue)/page/year: 44,465,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 82917 No. of Facilities: 178 (estimated) No. of Industries: 7 No. of Occupations: 5 No. of Employees: 837 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 82917 No. of Facilities: 637 (estimated) No. of Industries: 10 No. of Occupations: 14 No. of Employees: 27279 (estimated) No. of Female Employees: 21161 (estimated)

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335-H400

[ Precautionary Statements ]:
P261-P273-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
UN 3077 9 / PGIII

[ WGK Germany ]:
2

[ RTECS ]:
VN7850000

[ HS Code ]:
29242995

Synthetic Route

Click to get detail synthetic route

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%

Articles

A closer study of peak distortions in supercritical fluid chromatography as generated by the injection.

J. Chromatogr. A. 1400 , 131-9, (2015)

In SFC the sample cannot be dissolved in the mobile phase, so it is often dissolved in pure modifier, or another liquid, sometimes resulting in serious distortions of the eluted peak profiles already ...

Application of reactive salicylanilide to viscose fabrics as antibacterial and antifungus finishing.

Int. J. Biol. Macromol. 50(1) , 273-6, (2012)

In the present study salicylanilide was reacted with 2,4,6-trichloro-1,3,5-triazine producing reactive salicylanilide at a yield of 45% according to reaction conditions set. The reactive salicylanilid...

Harmaline-resistant mutant of Methanothermobacter thermautotrophicus with a lesion in Na(+)/H(+) antiport.

Gen. Physiol. Biophys. 30 Spec No , S54-60, (2011)

A spontaneous mutant of Methanothermobacter thermautotrophicus resistant to the Na(+)/H(+) antiporter inhibitor harmaline was isolated. The Na(+)/H(+) exchange activity in the mutant cells was remarka...