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Name	Olsalazine	EINECS	605-089-5
CAS No.	15722-48-2	Density	1.557 g/cm³
PSA	139.78000	LogP	2.90960
Solubility	11.49ug/L(25 oC)	Melting Point	>300 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
Formula	C₁₄H₁₀N₂O₆	Boiling Point	653.233 °C at 760 mmHg
Molecular Weight	302.243	Flash Point	348.863 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	Xi
Synonyms	Benzoicacid, 3,3'-azobis[6-hydroxy- (9CI);C.I. Mordant Yellow 5 (8CI);Salicylicacid, 5,5'-azodi- (6CI);3,3'-Azobis(6-hydroxybenzoic acid);3,3'-Dicarboxy-4,4'-dihydroxyazobenzene;5,5'-Azobis(salicylic acid);5,5'-Azodisalicylic acid;Azodisal;	Article Data	10

Olsalazine Synthetic route

: 101351-60-4
olsalazine methyl ester

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With water; sodium hydroxide at 90 - 95℃; for 2h;	97.6%
With sodium hydroxide

: 3,3'-azo[bis(6-hydroxybenzoic acid)] disodium salt

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃; for 0.0833333h; pH=Ca.0;	90%

: 2516-96-3
2-chloro-5-nitrobenzoic acid

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With sodium hydroxide; zinc beim Erhitzen der erhaltenen 4.4'-Dichlor-azobenzol-dicarbonsaeure-(3.3') mit Kupfer und wss. Natronlauge auf 150grad;

: 89-57-6
5-Aminosalicylic Acid

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With pyridine; chromium chloride bei der Diazotierung des erhaltenen Komplexes und anschliessenden Umsetzung mit Salicylsaeure;
Multi-step reaction with 3 steps 1: sulfuric acid / 75 - 80 °C 2: acetic acid / 20 °C 3: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme
Multi-step reaction with 4 steps 1: sulfuric acid / 75 - 80 °C 2: oxone\|\|potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C 3: acetic acid / 20 °C 4: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme

: 6,6'-dihydroxy-3,3'-azo-di-benzoic acid diethyl ester

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With potassium hydroxide

: 69-72-7
salicylic acid

diazotized. 6-chloro-3-amino-benzoic acid: diazotized. 6-chloro-3-amino-benzoic acid

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
With sodium hydroxide; copper(I) sulfate; copper(II) sulfate at 140℃;

: 62773-65-3
ethyl 5-amino-2-hydroxybenzoate

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide 2: aqueous KOH-solution View Scheme

: 119-36-8
methyl salicylate

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaNO2; aqueous ethanol 2: aq. NaOH solution View Scheme

: 89-57-6
5-Aminosalicylic Acid

: 69-72-7
salicylic acid

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
Stage #1: 5-Aminosalicylic Acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: salicylic acid With sodium hydroxide In water for 1h; Cooling with ice;
With hydrogenchloride; sodium nitrite In water at 0℃;

: 42753-75-3
methyl 5-amino-2-hydroxybenzoate

: 15722-48-2
olsalazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid / 20 °C 2: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme
Multi-step reaction with 3 steps 1: oxone\|\|potassium monopersulfate triple salt / dichloromethane; water / 2 h / 20 °C 2: acetic acid / 20 °C 3: water; sodium hydroxide / 2 h / 90 - 95 °C View Scheme

Olsalazine Chemical Properties

Molecular Structure of Olsalazine (CAS NO.15722-48-2):

IUPAC Name: 5-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-hydroxybenzoic acid
Empirical Formula: C₁₄H₁₀N₂O₆
Molecular Weight: 302.239
H bond acceptors: 8
H bond donors: 4
Freely Rotating Bonds: 6
Polar Surface Area: 139.78 Å²
Index of Refraction: 1.678
Molar Refractivity: 73.187 cm³
Molar Volume: 194.099 cm³
Surface Tension: 68.71 dyne/cm
Density: 1.557 g/cm³
Flash Point: 348.863 °C
Enthalpy of Vaporization: 101.121 kJ/mol
Boiling Point: 653.233 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
InChI
InChI=1/C14H10N2O6/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22/h1-6,17-18H,(H,19,20)(H,21,22)/b16-15+
Smiles
c1cc(\N=N\c2cc(c(cc2)O)C(O)=O)cc(C(O)=O)c1O
Classification Code: Analgesics; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-Inflammatory Agents, Non-Steroidal; Antirheumatic Agents; Drug / Therapeutic Agent; Gastrointestinal Agents; Human Data; Peripheral Nervous System Agents; Sensory System Agents

Olsalazine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	1714mg/kg/34W (1714mg/kg)	KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS	American Journal of Medicine. Vol. 100, Pg. 238, 1996.

Olsalazine Specification

Olsalazine , with CAS number of 15722-48-2, can be called 3,3'-Azobis(6-hydroxybenzoic acid) ; 5,5'-Azobis(salicylic acid) ; Azodisal ; C.I. Mordant Yellow 5 ; Dipentium ; Salicylic acid, 5,5'-azodi- ; Rasal .

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