5-Aminosalicylic acid
- CAS No.
- 89-57-6
- Chemical Name:
- 5-Aminosalicylic acid
- Synonyms
- MESALAZINE;MESALAMINE;5-ASA;5-AMINO-2-HYDROXYBENZOIC ACID;Asacol;rowasa;3-Carboxy-4-hydroxyaniline;Canasa;Pentasa;Mesalmine
- CBNumber:
- CB1480481
- Molecular Formula:
- C7H7NO3
- Molecular Weight:
- 153.14
- MOL File:
- 89-57-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/2/28 9:22:42
| Melting point | 275-280 °C (dec.) (lit.) |
|---|---|
| Boiling point | 276.03°C (rough estimate) |
| Density | 1.3585 (rough estimate) |
| bulk density | 300kg/m3 |
| vapor pressure | 0Pa at 25℃ |
| refractive index | 1.5500 (estimate) |
| Flash point | 279-281°C |
| storage temp. | 2-8°C |
| solubility | Soluble in dimethyl sulfoxide. |
| pka | 2.74, 5.84(at 25℃) |
| form | tablets |
| color | off-white to gray |
| PH | 4.0-4.1 (0.8g/l, H2O, 20℃) |
| PH Range | Non-B uorescence (3.1) to light green B uorescence (4.4) |
| Water Solubility | <0.1 g/100 mL at 21 ºC |
| Decomposition | 279-281 ºC |
| Merck | 14,5904 |
| BRN | 2090421 |
| BCS Class | 4 |
| Stability | Stable. Incompatible with acids, acid anhydrides, acid chlorides, chloroformates, strong oxidizing agents. |
| Major Application | Detergent, hair dyes, prevention of colorectal cancer, treating inflammatory bowel disease, autoimmune disorders, gastrointestinal inflammation, chemokine-mediated diseases, mucosal tissue disorder, sleep disorders, rectoanal tenesmus, ulcerative colitis |
| InChIKey | KBOPZPXVLCULAV-UHFFFAOYSA-N |
| LogP | 0.98 at 25℃ |
| CAS DataBase Reference | 89-57-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Mesalamine(89-57-6) |
| EPA Substance Registry System | Benzoic acid, 5-amino-2-hydroxy- (89-57-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P305+P351+P338-P261-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280a-P304+P340-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-52/53 | |||||||||
| Safety Statements | 26-36-24/25-61-37/39 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | VO1400000 | |||||||||
| F | 8-10-23 | |||||||||
| Autoignition Temperature | 280 °C | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29225000 | |||||||||
| Hazardous Substances Data | 89-57-6(Hazardous Substances Data) | |||||||||
| Toxicity | LD50 orally in Rabbit: 2800 mg/kg LD50 dermal Rat > 5000 mg/kg | |||||||||
| NFPA 704 |
|
5-Aminosalicylic acid price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A79809 | 5-Aminosalicylic acid 95% | 89-57-6 | 5G | ₹2089.23 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1060 | Mesalamine Pharmaceutical Secondary Standard; Certified Reference Material | 89-57-6 | 1G | ₹8465.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A79809 | 5-Aminosalicylic acid 95% | 89-57-6 | 100G | ₹7729.05 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A3537 | 5-Aminosalicylic acid ≥99% | 89-57-6 | 25G | ₹31035.28 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A3537 | 5-Aminosalicylic acid ≥99% | 89-57-6 | 100G | ₹94296.58 | 2022-06-14 | Buy |
5-Aminosalicylic acid Chemical Properties,Uses,Production
Description
5-Aminosalicylic acid (5-ASA), also known as mesalazine or mesalamine, is a metabolite and potential pharmacologically active component of sulphasalazine, a drug used in the treatment of Crohn’s disease and ulcerative colitis. However, the mechanism by which this drug works has not been established. In whole blood assays, 5-ASA proves to be a weak, non-selective inhibitor of both COX-1 and COX-2 with IC50 values of 410 and 61 μM, respectively. In ionophore-stimulated colonic mucosal cells, 1 mM 5-ASA does not inhibit prostaglandin E2 (PGE2) production, but does reduce leukotriene B4 (LTB4) synthesis approx. 50%. In ionophore-stimulated human leukocytes, 400 μM 5-ASA reduces LTB4 production approximately 20%. 5-ASA does not inhibit 15-hydroxy PGDH at concentrations up to 50 μM.
Chemical Properties
Off-White to pink crystals, melting point about 280 ℃ (decomposition). Soluble in hydrochloric acid, slightly soluble in hot water, and slightly bath in cold water or ethanol. In the manufacture of light-sensitive paper, azo and sulfur dyes.
Uses
5-Aminosalicylic acid is used in the preparation of gastrointestinal anti-inflammatory agents. It is a metabolite of sulfasalazine. It acts as a drug involved in the treatment of Crohn's disease and ulcerative colitis. Further, it is used to make dyes and light-sensitive papers.
Definition
ChEBI: Mesalamine is a monohydroxybenzoic acid that is salicylic acid substituted by an amino group at the 5-position. It has a role as a non-steroidal anti-inflammatory drug. It is an aromatic amine, an amino acid, a member of phenols, a monocarboxylic acid and a monohydroxybenzoic acid. It is functionally related to a salicylic acid. It is a conjugate acid of a mesalaminate(1-).
Preparation
Preparation by reduction of m-nitrobenzoic acid with Zn dust and HCl.
Application
5-Aminosalicylic acid (5-ASA) has been used to synthesize 5-formyl-aminosalicylate-inulin to quantify its release during in vitro digestion and fermentation and compare the in vitro fermentation properties of the conjugated inulin to native inulin. It is also used in cell adhesion assay to study its effects on E-cadherin glycosylation and membranous turnover. This compound is used to evaluate its effects on the neutrophilic inflammation index (NII) phenotype to study the effectiveness of the high cholesterol diet-gut inflammation (HCD-GI) platform. 5-Aminosalicylic acid is a peroxidase substrate suitable for use in ELISA procedures. This substrate produces a soluble end product that is brown in color and can be read spectrophotometrically at 450 nm. The reaction may be stopped with 3 N NaOH and read at 550 nm.
General Description
Odorless white to pinkish crystals or purplish-tan powder. Aqueous solutions acidic (pH approximately 4.1 at 0.8 mg/L water) .
Air & Water Reactions
Sensitive to moisture. Water insoluble.
Reactivity Profile
5-Aminosalicylic acid is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizers.
Fire Hazard
Flash point data for 5-Aminosalicylic acid are not available; however, 5-Aminosalicylic acid is probably combustible.
Safety Profile
Poison by intraperitoneal route.Moderately toxic by ingestion. Human systemic effects byingestion: hypermotility, diarrhea, dermatitis, increasedbody temperature. When heated to decomposition it emitstoxic fumes of NOx.
Purification Methods
It crystallises as needles from H2O containing a little NaHSO3 to avoid aerial oxidation to the quinone-imine. The Me ester gives needles from *C6H6, m 96o, and the hydrazide has m 180-182o (from H2O). [Fallab et al. Helv Chim Acta 34 26 1951, Shavel J Amer Pharm Assoc 42 402 1953, Beilstein 14 IV 2058.]
5-Aminosalicylic acid Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4535 | 58 | Inquiry |
| RP Industries | +91-9700187008 +91-9700187008 | Gujarat, India | 58 | 58 | Inquiry |
| Jigs Chemical ltd | +919099003427 | Gujarat, India | 239 | 58 | Inquiry |
| SURYA LIFE SCIENCES LIMITED | +91-2646226290 +91-9428511112 | Gujarat, India | 61 | 58 | Inquiry |
| SNECOFRi Pvt Ltd | +91-9032850129 +91-9032850129 | Telangana, India | 403 | 58 | Inquiry |
| ANWITA APIS | +919000311012 | Hyderabad, India | 195 | 58 | Inquiry |
| Cardkem Pharma Pvt Ltd | +91 8866051980 | Ahmedabad, India | 32 | 58 | Inquiry |
| MOLECRAFT LIFE SCIENCES PVT LTD | +91 9581188881 | Telangana, India | 189 | 58 | Inquiry |
| SHREENEEL CHEMICALS | +91-9879551919 +91-9879551919 | Gujarat, India | 34 | 58 | Inquiry |
| Prolife Bio Chemical Industries Pvt Ltd | +91-9825114995 +91-9825114995 | Gujarat, India | 74 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| RP Industries | 58 |
| Jigs Chemical ltd | 58 |
| SURYA LIFE SCIENCES LIMITED | 58 |
| SNECOFRi Pvt Ltd | 58 |
| ANWITA APIS | 58 |
| Cardkem Pharma Pvt Ltd | 58 |
| MOLECRAFT LIFE SCIENCES PVT LTD | 58 |
| SHREENEEL CHEMICALS | 58 |
| Prolife Bio Chemical Industries Pvt Ltd | 58 |
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Related Qustion
- Q:What is the Mechanism of action of 5-Aminosalicylic acid
- A:In vitro, 5-ASA shares many pharmacological properties of non-steroidal anti-inflammatory drugs (NSAIDs) such as aspirin.
- Aug 19，2024