Sasapyrine supplier | CasNO.552-94-3

Name
Sasapyrine
EINECS 209-027-4
CAS No. 552-94-3
Article Data15
CAS DataBase
Density 1.404 g/cm³
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
Appearance white crystalline powder
Safety 37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 83.83000
LogP 2.30960

Synthetic route

: 69-72-7
salicylic acid

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions

Conditions	Yield
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

...Expand

: 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

...Expand

: 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

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
With acid
With acid

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

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions

Conditions	Yield
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

...Expand

: 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

...Expand

: 530-75-6
acetylsalicylsalicylic acid

A: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

B: 50-78-2
aspirin

Conditions

Conditions	Yield
In water at 40℃; Rate constant; ionic strength 0.5; effect of pH;

: 50-78-2
aspirin

A: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

B: 530-75-6
acetylsalicylsalicylic acid

C: 69-72-7
salicylic acid

Conditions

Conditions	Yield
With magnesium stearate at 60℃; Product distribution;

...Expand

: 50-78-2
aspirin

A: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

B: 530-75-6
acetylsalicylsalicylic acid

C: 85539-30-6
2-{2-[2-(2-acetoxy-benzoyloxy)-benzoyloxy]-benzoyloxy}-benzoic acid

D: 85531-17-5
tri-salicylic acid

E: C23H16O8

F: 69-72-7
salicylic acid

Conditions

Conditions	Yield
With magnesium carbonate at 85℃; for 2h; Product distribution; also in benzene or toluene with or without magnesium carbonate;

...Expand

: 7664-93-9
sulfuric acid

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

: 6543-57-3
tetrasalicylide

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 486-58-8
disalicylide

water containing acetic acid: water containing acetic acid

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 110-86-1
pyridine

: 7719-09-7
thionyl chloride

: 108-88-3
toluene

: 69-72-7
salicylic acid

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 7719-09-7
thionyl chloride

: 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

...Expand

: 110-86-1
pyridine

: 108-88-3
toluene

: 69-72-7
salicylic acid

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 121-69-7
N,N-dimethyl-aniline

: 108-88-3
toluene

: 69-72-7
salicylic acid

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 110-86-1
pyridine

: 7719-09-7
thionyl chloride

: 69-72-7
salicylic acid

: 71-43-2
benzene

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 7719-09-7
thionyl chloride

: 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

...Expand

: 110-86-1
pyridine

: 69-72-7
salicylic acid

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 71-43-2
benzene

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 121-69-7
N,N-dimethyl-aniline

: 69-72-7
salicylic acid

: 7719-12-2, 52843-90-0
phosphorus trichloride

: 71-43-2
benzene

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

α-disalicylide: α-disalicylide

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions

Conditions	Yield
With acetic acid

dibenzo<b,f>dioxocin-6,12-dione: dibenzo<b,f>dioxocin-6,12-dione

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions

Conditions	Yield
With 1,4-dioxane; sodium hydroxide
With sodium hydroxide; acetic acid

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

: ammonium hydroxide

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 7647-01-0
hydrogenchloride

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

: 64-19-7
acetic acid

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

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

: 7727-15-3
aluminium bromide

: 71-43-2
benzene

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

...Expand

: 1466-82-6
aspirin anhydride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous acetone 2: diluted alkali View Scheme
Multi-step reaction with 2 steps 1: pyridine 2: diluted alkali View Scheme
Multi-step reaction with 2 steps 1: dimethylaniline 2: diluted alkali View Scheme

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 657-24-9
dimethylbiguanide

: 1411413-55-2
{[amino(imino)methyl]amino}(dimethylamino)methaniminium 2-[(2-hydroxybenzoyl)oxy]benzoate

Conditions

Conditions	Yield
In acetonitrile at 0 - 20℃; for 2h;	96%

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 108-24-7
acetic anhydride

: 530-75-6
acetylsalicylsalicylic acid

Conditions

Conditions	Yield
With sulfuric acid 1.) 20 min; 2.) 40 min, 80 deg C;	84%
With sulfuric acid at 20℃;	5.5 g
With sulfuric acid at 20℃;	5.5 g

: 111-19-3
sebacoyl chloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 537048-81-0
1,10-bis-salicylsalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; 2-hydroxy-benzoic acid, 2-carboxyphenyl ester With sodium hydride In tetrahydrofuran at 0℃; for 2h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	83%

: 458-37-7
curcumin

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2-((4-((1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dien-1-yl)-2-methoxyphenoxy)carbonyl)phenyl 2-hydroxybenzoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	80%

: 5707-04-0
Phenylselenyl chloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: C20H14O4Se

Conditions

Conditions	Yield
With tributylphosphine In tetrahydrofuran at -15℃; for 3h; Inert atmosphere;	80%
With tributylphosphine In tetrahydrofuran at -15℃; for 3h; Inert atmosphere;	80%

: 458-37-7
curcumin

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

A: 2-((4-((1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dien-1-yl)-2-methoxyphenoxy)carbonyl)phenyl 2-hydroxybenzoate

B: ((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene) bis(2-((2-hydroxybenzoyl)oxy)benzoate)

Conditions

Conditions	Yield
With dmap In dichloromethane at 25 - 30℃;	A 80% B n/a

...Expand

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: C33H55N3O5S2

: 1609174-52-8
C47H63N3O9S2

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-benzoic acid, 2-carboxyphenyl ester With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: C33H55N3O5S2 In N,N-dimethyl-formamide for 2h;	75%

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: C19H39NO5Si

: C33H47NO9Si

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-benzoic acid, 2-carboxyphenyl ester With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: C19H39NO5Si In N,N-dimethyl-formamide at 20℃; for 2h;	75%

: 458-37-7
curcumin

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: ((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene) bis(2-((2-hydroxybenzoyl)oxy)benzoate)

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	63%

: 38780-40-4, 52691-24-4, 61848-70-2, 61848-66-6, 61848-62-2
{(1R,2R)-cyclohexane-1,2-diamine}dichloridoplatinum(II)

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: C20H23ClN2O5Pt

Conditions

Conditions	Yield
With sodium carbonate; silver nitrate In N,N-dimethyl-formamide at 20℃; for 24h; Darkness;	52%

: 67-56-1
methanol

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 85531-25-5
2-salicyloyloxy-benzoic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride

: 75-44-5
phosgene

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2,2'-(2,2'-carbonyldioxy-bis-benzoyloxy)-di-benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 64-17-5
ethanol

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2-salicyloyloxy-benzoic acid ethyl ester

Conditions

Conditions	Yield
With hydrogenchloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 530-75-6
acetylsalicylsalicylic acid

Conditions

Conditions	Yield
With sulfuric acid; acetic anhydride
With acetic anhydride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 90510-23-9
2-salicyloyloxy-benzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2-(5-chloro-2-hydroxy-benzoyloxy)-benzoic acid

Conditions

Conditions	Yield
With chloroform; chlorine

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2-(5-bromo-2-hydroxy-benzoyloxy)-benzoic acid

Conditions

Conditions	Yield
With chloroform; bromine

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 56529-74-9
2-(2-hydroxy-5-iodo-benzoyloxy)-benzoic acid

Conditions

Conditions	Yield
With chloroform; Iodine monochloride
With chloroform; iodine trichloride

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 2-(2-hydroxy-5-nitro-benzoyloxy)-benzoic acid

Conditions

Conditions	Yield
With chloroform; nitric acid

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 5981-18-0
1,9,17-trioxa-[2.2.2]orthocyclophane-2,10,18-trione

Conditions

Conditions	Yield
With xylene; trichlorophosphate

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 541-41-3
chloroformic acid ethyl ester

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

Conditions

Conditions	Yield
With sodium hydroxide

: 552-94-3
2-hydroxy-benzoic acid, 2-carboxyphenyl ester

: 98-88-4
benzoyl chloride

: 2-(2-benzoyloxy-benzoyloxy)-benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

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. H₂SO₄with 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.

Product Name

Sasapyrine

Synthetic route

Sasapyrine Consensus Reports

Sasapyrine Specification

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