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Sasapyrine

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Name

Sasapyrine

EINECS 209-027-4
CAS No. 552-94-3 Density 1.404 g/cm3
PSA 83.83000 LogP 2.30960
Solubility Hydrolysis in water Melting Point 148-151°C
Formula C14H10O5 Boiling Point 482.9 °C at 760 mmHg
Molecular Weight 258.23 Flash Point 188 °C
Transport Information N/A Appearance white crystalline powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 552-94-3 (Sasapyrine) Hazard Symbols IrritantXi
Synonyms

Sasapyrinum;o-Salicylsalicylic acid;Salicylicacid, bimol. ester (7CI);Salicylic acid, salicylate (6CI);2-Hydroxybenzoicacid 2-carboxyphenyl ester;Diacesal;Diplosal;Disalcid;Disalgesic;Disalicylic acid;Sasapyrine;Disalyl;Mono-Gesic;NSC 49171;Nobacid;Salflex;Salical;Salicyl salicylate;Salicyloxysalicylic acid;Salicyloylsalicylic acid;Salicylsalicylic acid;Salina;Salsalate;Salysal;Sasapirin;

Article Data 15

Sasapyrine Synthetic route

69-72-7

salicylic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions
ConditionsYield
With diethylamine In water; 1,2-dichloro-ethane at 0 - 25℃; for 12h; Temperature; Large scale;85.08%
With dimethyl fluorenylidenetributylphosphoranylidenesuccinate In benzene at 80℃; for 7h;79%
Multi-step reaction with 2 steps
1: pyridine / -5 °C
2: aluminium bromide; benzene
View Scheme
123-91-1

1,4-dioxane

623-11-0

1-methyl-4-nitrosobenzene

486-58-8

disalicylide

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

110-86-1

pyridine

75-44-5

phosgene

108-88-3

toluene

69-72-7

salicylic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

110-86-1

pyridine

75-44-5

phosgene

69-72-7

salicylic acid

71-43-2

benzene

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

530-75-6

acetylsalicylsalicylic acid

furan-2,3,5(4H)-trione pyridine (1:1)

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

530-75-6

acetylsalicylsalicylic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions
ConditionsYield
With diluted alkali
With 10 percent human plasma In acetonitrile at 37℃; Rate constant; phosphate buffer (pH 7.4); or in undiluted plasma;
With diluted alkali

2-(2-benzyloxy-benzoyloxy)-benzoic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions
ConditionsYield
With acid
With acid

2-(2-ethoxycarbonyloxy-benzoyloxy)-benzoic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions
ConditionsYield
With diluted alkali
With aluminum tri-bromide; benzene
With diluted alkali
75-44-5

phosgene

121-69-7

N,N-dimethyl-aniline

108-88-3

toluene

69-72-7

salicylic acid

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

75-44-5

phosgene

121-69-7

N,N-dimethyl-aniline

69-72-7

salicylic acid

71-43-2

benzene

552-94-3

2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Sasapyrine Consensus Reports

Reported in EPA TSCA Inventory.

Sasapyrine Specification

The Salsalate, with the CAS registry number 552-94-3, is also known as Diacesal. It belongs to the product categories of Drug Bulk; Functional Materials; Liquid Crystals & Related Compounds; Phenyl Esters (Liquid Crystals); API's. Its EINECS registry number is 209-027-4. This chemical's molecular formula is C14H10O5 and molecular weight is 258.2262. Its IUPAC name is called 2-(2-hydroxybenzoyl)oxybenzoic acid.

Physical properties of Salsalate: (1)ACD/LogP: 3.05; (2)ACD/LogD (pH 5.5): 0.55; (3)ACD/LogD (pH 7.4): -0.19; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 3.42; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.645; (12)Molar Refractivity: 66.7 cm3; (13)Molar Volume: 183.8 cm3; (14)Surface Tension: 64.9 dyne/cm; (15)Density: 1.404 g/cm3; (16)Flash Point: 188 °C; (17)Enthalpy of Vaporization: 78.78 kJ/mol; (18)Boiling Point: 482.9 °C at 760 mmHg; (19)Vapour Pressure: 3.88E-10 mmHg at 25°C.

Preparation of Salsalate: this chemical can be prepared by 2-hydroxy-benzoic acid. This reaction will need reagent phosphorus chloride.

Salsalate can be prepared by 2-hydroxy-benzoic acid

Uses of Salsalate: it can be used to produce 2-(2-acetoxy-benzoyloxy)-benzoic acid at temperature of 80 °C. This reaction will need reagent cc. H2SO4 with reaction time of 40 min. The yield is about %.

Salsalate can be used to produce 2-(2-acetoxy-benzoyloxy)-benzoic acid

Salsalate is used to reduce pain and inflammation caused by conditions such as rheumatoid arthritis, osteoarthritis, and related rheumatic conditions. It has also been used as an alternative to narcotic pain medicine for people with spinal disc protrusion.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C(=C1)C(=O)OC2=CC=CC=C2C(=O)O)O
(2)InChI: InChI=1S/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17)
(3)InChIKey: WVYADZUPLLSGPU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo unreported 1200mg/kg (1200mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
guinea pig LDLo unreported 2gm/kg (2000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
man TDLo oral 2229mg/kg/2Y- (2229mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Annals of Internal Medicine. Vol. 107, Pg. 116, 1987.
mouse LD50 subcutaneous 1020mg/kg (1020mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 1101, 1980.

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