ChemicalBook--->CAS DataBase List--->6054-98-4

6054-98-4

6054-98-4 Structure

6054-98-4 Structure
IdentificationMore
[Name]

Olsalazine disodium
[CAS]

6054-98-4
[Synonyms]

OLSALAZINE DISODIUM
OLSALAZINE SODIUM
3,3’-azobis[6-hydroxy-benzoicacidisodiumsalt
Benzoicacid,3,3’-azobis[6-hydroxy-,disodiumsalt
olsalazinedisodiumsalt
disodium 5,5'-azodisalicylate
Acid mordant Yellow 5
Chrome Yellow AS
Mordant Yellow 5
Osazaline
3,3Azobis(6-hydroxybenzoic Acid) Sodium Salt
Azodisal Sodium
C.I. 14130
CJ-91B
Dipentum
Disodium Azodisalicylate
Olsalazine Sodium Salt
3,3'-azobis(6-hydroxy-benzoic acid) disodium salt
Mordant yellow 5 sodium salt (C.I. 14130)
5,5'-Azobis(2-hydroxybenzoic acid sodium) salt
[EINECS(EC#)]

227-975-7
[Molecular Formula]

C36H68N2Na2
[MDL Number]

MFCD00013300
[Molecular Weight]

574.92
[MOL File]

6054-98-4.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow Crystalline Powder
[Melting point ]

240 °C
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[solubility ]

Sparingly soluble in water, soluble in dimethyl sulfoxide, very slightly soluble in methanol.
[form ]

neat
[color ]

Light Yellow to Yellow
[Water Solubility ]

H2O: 2mg/mL, clear
[Usage]

Dimer of Mesalamine. It is an anti-inflammatorydrug used in the treatment of inflammatory bowel disease and ulcerative colitis
[Major Application]

pharmaceutical (small molecule)
[InChI]

InChI=1S/C14H10N2O6.Na.H/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+;;
[InChIKey]

DUGBQTHDGWSMAJ-VRZXRVJBSA-N
[SMILES]

N(/C1C=CC(O)=C(C(=O)O)C=1)=N\C1C=CC(O)=C(C(=O)O)C=1.[NaH]
[CAS DataBase Reference]

6054-98-4(CAS DataBase Reference)
[EPA Substance Registry System]

6054-98-4(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H315-H335
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[WGK Germany ]

WGK 3
[TSCA ]

TSCA listed
[HS Code ]

2927.00.5000
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Yellow Crystalline Powder
[Uses]

Dimer of Mesalamine. It is an anti-inflammatorydrug used in the treatment of inflammatory bowel disease and ulcerative colitis
[Uses]

Dimer of Mesalazine (M258100), an anti-inflammatory drug used in the treatment of inflammatory bowel disease and ulcerative colitis.
[Uses]

Mordant dye for wool.
[Definition]

ChEBI: An organic sodium salt that is the disodium salt of 3,3'-azobis(6-hydroxybenzoic acid) (olsalazine). Effective in the treatment of inflammatory bowel disease and ulcerative colitis. Mechanism of action unknown, but appears to be topical
[Preparation]

5-Amino-2-chlorobenzoic acid diazotization, coupled with 2-Hydroxybenzoic acid, and then in a certain pressure and contains trace copper powder or Cupric oxide of Sodium hydroxide solution common heating (130 ~ 150 ℃).
[Brand name]

Dipentum (UCB).
[Biological Activity]

Olsalazine is an anti-inflammatory drug used in inflammatory bowel disease and ulcerative colitis treatments. It is a pro-drug of 5-aminosalicylic acid (mesalamine) th at it is converted by the bacteria in the colon to mesalamine. Olsalazine (5-aminosalicylic acid) is consider as a broad-spectrum anticancer agent. Additionallyolsalazine increases both eEF1A2 and utrophin A levels in in C2C12 myoblasts (relevant to Duchenne muscular dystrophy).
[Clinical Use]

Induction and maintenance of remission in ulcerative colitis
[Drug interactions]

Potentially hazardous interactions with other drugs
None known
[Metabolism]

Olsalazine is broken down by the colonic bacterial flora into 2 molecules of 5-aminosalicylic acid (mesalazine).
The small amounts (1-2% of the dose or less) of intact olsalazine that are absorbed are excreted mainly in urine.
Approximately 0.1% of an oral dose of olsalazine is hepatically metabolised to olsalazine-O-sulfate (olsalazine-S), which has a half-life of 7 days.
[Properties and Applications]

deep green light yellow. Soluble in water for green light yellow, moderate soluble in Etanol for green yellow. In concentrated sulfuric acid for yellow orange, dilution after light yellow, In concentrated nitric acid to red. Dye aqueous solution to join concentrated hydrochloric acid color greatly shallow for yellow; Join concentrated Sodium hydroxide solution for golden orange.
Standard Ironing Fastness Light Fastness Fulling Persperation Fastness Soaping Water
Alkali Acid
ISO 4-5 6 4-5 2-3 4-5 5 5
AATCC 5 6-7 4 5 5 5
Questions And AnswerBack Directory
[Treatment of acute and chronic colitis]

Olsalazine sodium is a drug developed by Pharmacia A B Co., Switzerland, to treat acute and chronic colitis. It was first listed in Denmark in 1989. It has been collected and recordedby the European Pharmacopoeia 7 edition and the national drug standard WS1(X-349) -2004Z. Orsalazine sodium is a precursor drug consisting of two azo bonds linked to 5amino salicylic acid. The bacteria in the colon break up the diazo bond and release 5amino salicylic acid. 5amino salicylic acid acts on colitis mucosa, inhibits the formation of prostaglandins, leukotrienes and other inflammatory factors, and reduces membrane permeability, and plays a role in the treatment of ulcerative colitis. This product weakens the absorption of nitrogen, sodium and water in the ileum and colonic mucosa, which is transformed into secretion in human body. Patients with ulcerative colitis take 1g daily, and the whole intestinal transit time is shortened by 40%.  If the healthy subjects are given oral administration of 2g once, It has no effect on the complex frequency of migration of the small intestine. But it can cause diarrhea in 30% of the users and increase the diarrhea of the patients with intestinal inflammation.  The bioavailability of the whole body is extremely low. The absorption rate of the oral dose is less than 5%.
After absorption, about 10% doses will be conjugated to orsalazine sulfate, t1/2 about 1H and conjugated half life is about 7 days.
The structural formula of oralalazine sodium
Figure 1 The structural formula of oralalazine sodium
[Adverse reaction]

The most common side effect is diarrhoea, the incidence of which is 17%. Usually, the difference between diarrhea and intestinal inflammation is that the excreta has high water content without blood, and is related to the dosage. It usually occurs when the treatment begins or the dose increases. Reduction the dose of this product or combined use with Loperamide, diarrhea will be controlled. Other side effects include headache, nausea, abdominal pain, rash, dizziness and joint pain. Most of the patients who are allergic or intolerant to sulfasalazine are resistant to this product. The male sterility treated with sulfasalazine improved after using this product.
Spectrum DetailBack Directory
[Spectrum Detail]

Olsalazine sodium(6054-98-4)1HNMR
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