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Substance Name: Mesalamine [USAN:USP]
RN: 89-57-6
UNII: 4Q81I59GXC
InChIKey: KBOPZPXVLCULAV-UHFFFAOYSA-N
Note
- An anti-inflammatory agent, structurally related to the SALICYLATES, which is active in INFLAMMATORY BOWEL DISEASE. It is considered to be the active moiety of SULPHASALAZINE. (From Martindale, The Extra Pharmacopoeia, 30th ed).
Molecular Formula
- C7-H7-N-O3
Molecular Weight
- 153.1363
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Inflammatory
- Anti-Inflammatory Agents
- Anti-Inflammatory Agents, Non-Steroidal
- Antirheumatic Agents
- Drug / Therapeutic Agent
- Human Data
- Peripheral Nervous System Agents
- Sensory System Agents
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Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- Mesalamine
- Mesalamine [USAN:USP]
- Mesalazine [INN]
MeSH Heading
- Mesalamine
Synonyms
- 4-14-00-02058 (Beilstein Handbook Reference)
- 5-Amino-2-hydroxybenzoic acid
- 5-Aminosalicylic acid
- 5-ASA
- AI3-15564
- Apriso
- Asacol
- Asacol HD
- BRN 2090421
- Canasa
- CCRIS 7334
- Claversal
- Delzicol
- EC 201-919-1
- EINECS 201-919-1
- HSDB 7512
- Lialda
- m-Aminosalicylic acid
- Mesalamine
- Mesalazina
- Mesalazina [Spanish]
- Mesalazine
- Mesalazinum
- Mesalazinum [Latin]
- NSC 38877
- p-Aminosalicylsaeure
- p-Aminosalicylsaeure [German]
- Pentacol
- Pentasa
- Rowasa
- Salofalk
- sfRowasa
- SPD 476
- UNII-4Q81I59GXC
Systematic Names
- 5-Aminosalicylic acid
- Benzoic acid, 5-amino-2-hydroxy-
- Mesalazine
- Salicylic acid, 5-amino-
Registry Numbers
CAS Registry Number
- 89-57-6
FDA UNII
- 4Q81I59GXC
Other Registry Number
- 61513-32-4
Related Registry Numbers
- 35589-28-7 (mono-hydrochloride salt)
- 6291-36-7 (hydrochloride)
System Generated Number
- 0000089576
Structure Descriptors
InChI
InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)InChIKey
KBOPZPXVLCULAV-UHFFFAOYSA-NSmiles
Nc1ccc(O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 51mg/kg/5D-I (51mg/kg) | Lancet. Vol. 1, Pg. 917, 1984. | |
man | TDLo | oral | 51mg/kg/5D-I (51mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Lancet. Vol. 1, Pg. 917, 1984. |
man | TDLo | oral | 321mg/kg/15D- (321mg/kg) | SKIN AND APPENDAGES (SKIN): PHOTOSENSITIVITY: AFTER SYSTEMIC EXPOSURE | American Journal of Gastroenterology. Vol. 94, Pg. 3386, 1999. |
man | TDLo | oral | 2057mg/kg/17W (2057mg/kg) | Lancet. Vol. 341, Pg. 1476, 1993. | |
man | TDLo | oral | 2057mg/kg/17W (2057mg/kg) | BLOOD: AGRANULOCYTOSIS | Lancet. Vol. 341, Pg. 1476, 1993. |
man | TDLo | oral | 6857mg/kg/17W (6857mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: "JAUNDICE, CHOLESTATIC" | Journal of Hepathology. Vol. 26, Pg. 425, 1997. |
monkey | LDLo | oral | 3gm/kg (3000mg/kg) | KIDNEY, URETER, AND BLADDER: HEMATURIA SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Oyo Yakuri. Pharmacometrics. Vol. 47, Pg. 509, 1994. |
mouse | LD50 | intraperitoneal | 469mg/kg (469mg/kg) | Archiv der Pharmazie Vol. 332, Pg. 321, 1999. | |
mouse | LD50 | oral | 3370mg/kg (3370mg/kg) | Archiv der Pharmazie Vol. 332, Pg. 321, 1999. | |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | National Technical Information Service. Vol. OTS0570511, | |
rat | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Oyo Yakuri. Pharmacometrics. Vol. 47, Pg. 505, 1994. |
rat | LD50 | oral | 2800mg/kg (2800mg/kg) | GASTROINTESTINAL: OTHER CHANGES BEHAVIORAL: FOOD INTAKE (ANIMAL) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | National Technical Information Service. Vol. OTS0570511, |
women | TDLo | oral | 8mg/kg (8mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: HEADACHE | Lancet. Vol. 1, Pg. 917, 1984. |
women | TDLo | oral | 80mg/kg/1D-I (80mg/kg) | CARDIAC: PULSE RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | American Journal of Gastroenterology. Vol. 93, Pg. 470, 1998. |
women | TDLo | oral | 5400mg/kg/90D (5400mg/kg) | GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS | American Journal of Gastroenterology. Vol. 92, Pg. 2302, 1997. |
women | TDLo | oral | 8760mg/kg/1Y- (8760mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" BEHAVIORAL: ANOREXIA (HUMAN BEHAVIORAL: MUSCLE WEAKNESS | Clinical Nephrology. Vol. 49, Pg. 265, 1998. |
women | TDLo | oral | 21800mg/kg/39 (21800mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)" BLOOD: EOSINOPHILIA | American Journal of Gastroenterology. Vol. 91, Pg. 1039, 1996. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 283 | deg C | EXP | |
log P (octanol-water) | 0.980 | (none) | EST | |
Atmospheric OH Rate Constant | 2.09E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.