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15722-48-2

Basic Information
CAS No.: 15722-48-2
Name: Olsalazine
Article Data: 10
Molecular Structure:
Molecular Structure of 15722-48-2 (Olsalazine)
Formula: C14H10N2O6
Molecular Weight: 302.243
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;
EINECS: 605-089-5
Density: 1.557 g/cm3
Melting Point: >300 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
Boiling Point: 653.233 °C at 760 mmHg
Flash Point: 348.863 °C
Solubility: 11.49ug/L(25 oC)
Hazard Symbols: Xi
PSA: 139.78000
LogP: 2.90960
Synthetic route
101351-60-4

olsalazine methyl ester

15722-48-2

olsalazine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide; copper(I) sulfate; copper(II) sulfate at 140℃;
62773-65-3

ethyl 5-amino-2-hydroxybenzoate

15722-48-2

olsalazine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
Downstream Products
89-57-6
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Chemistry

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

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.

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 .