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CAS No.: | 15722-48-2 |
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Name: | Olsalazine |
Article Data: | 10 |
Molecular Structure: | |
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 |
olsalazine methyl ester
olsalazine
Conditions | Yield |
---|---|
With water; sodium hydroxide at 90 - 95℃; for 2h; | 97.6% |
With sodium hydroxide |
olsalazine
Conditions | Yield |
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With hydrogenchloride In water at 20℃; for 0.0833333h; pH=Ca.0; | 90% |
2-chloro-5-nitrobenzoic acid
olsalazine
Conditions | Yield |
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With sodium hydroxide; zinc beim Erhitzen der erhaltenen 4.4'-Dichlor-azobenzol-dicarbonsaeure-(3.3') mit Kupfer und wss. Natronlauge auf 150grad; |
5-Aminosalicylic Acid
olsalazine
Conditions | Yield |
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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 |
olsalazine
Conditions | Yield |
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With potassium hydroxide |
salicylic acid
olsalazine
Conditions | Yield |
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With sodium hydroxide; copper(I) sulfate; copper(II) sulfate at 140℃; |
ethyl 5-amino-2-hydroxybenzoate
olsalazine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: acetic acid; hydrogen peroxide 2: aqueous KOH-solution View Scheme |
methyl salicylate
olsalazine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: NaNO2; aqueous ethanol 2: aq. NaOH solution View Scheme |
Conditions | Yield |
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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℃; |
methyl 5-amino-2-hydroxybenzoate
olsalazine
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 |
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
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 , 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 .