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Substance Name: Sulfasalazine [USAN:USP:INN:BAN]
RN: 599-79-1
UNII: 3XC8GUZ6CB
InChIKey: NCEXYHBECQHGNR-QZQOTICOSA-N
Note
- A drug that is used in the management of inflammatory bowel diseases. Its activity is generally considered to lie in its metabolic breakdown product, 5-aminosalicylic acid (see MESALAMINE) released in the colon. (From Martindale, The Extra Pharmacopoeia, 30th ed, p907).
Molecular Formula
- C18-H14-N4-O5-S
Molecular Weight
- 398.3976
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Infective Agents
- Anti-Inflammatory Agents
- Anti-Inflammatory Agents, Non-Steroidal
- Antibacterial
- Antirheumatic Agents
- Drug / Therapeutic Agent
- Gastrointestinal Agents
- Human Data
- Mutation Data
- Peripheral Nervous System Agents
- Reproductive Effect
- Sensory System Agents
- Tumor Data
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Names and Synonyms
Name of Substance
- Sulfasalazine
- Sulfasalazine [USAN:USP:INN:BAN]
MeSH Heading
- Sulfasalazine
Synonyms
- 2-Hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)benzoic acid
- 4-(Pyridyl-2-amidosulfonyl)-3'-carboxy-4'-hydroxyazobenzene
- 5-((p-(2-Pyridylsulfamoyl)phenyl)azo)salicylic acid
- 5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid
- 5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acid
- 5-22-08-00433 (Beilstein Handbook Reference)
- Accucol
- Asulfidine
- Azopyrin
- Azopyrine
- Azosulfidin
- Azulfidine
- Azulfidine EN
- Azulfidine EN-Tabs
- Benzoic acid, 2-hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)-
- Benzosulfa
- BRN 0356241
- CCRIS 4713
- Colo-Pleon
- EINECS 209-974-3
- HSDB 3395
- NSC 203730
- NSC 667219
- Reupirin
- Rorasul
- S.a.s.
- S.A.S. 500
- S.A.S.-500
- Salazo-sulfapyridinum
- Salazopiridazin
- Salazopyridin
- Salazopyrin
- Salazosulfapiridina
- Salazosulfapiridina [INN-Spanish]
- Salazosulfapyridin
- Salazosulfapyridine
- Salazosulfapyridinum
- Salazosulfapyridinum [INN-Latin]
- Salicylazosulfapyridine
- Salisulf
- Sas-500
- SASP
- SI-88
- Sulcolon
- Sulfasalazina
- Sulfasalazina [INN-Spanish]
- Sulfasalazine
- Sulfasalazinum
- Sulfasalazinum [INN-Latin]
- Sulfazalazine
- Sulphasalazine
- UNII-3XC8GUZ6CB
- W-T Sasp Oral
Systematic Names
- Benzoic acid, 2-hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)-
- Salazosulfapyridine
- Salicylazosulfapyridine
- Salicylic acid, 5-((p-(2-pyridylsulfamoyl)phenyl)azo)-
Superlist Name
- Salicylazosulfapyridine
Registry Numbers
CAS Registry Number
- 599-79-1
FDA UNII
- 3XC8GUZ6CB
System Generated Number
- 0000599791
Structure Descriptors
InChI
InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)/b21-20+InChIKey
NCEXYHBECQHGNR-QZQOTICOSA-NSmiles
OC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 3800mg/kg/19D (3800mg/kg) | LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" | American Journal of Digestive Diseases. Vol. 23, Pg. 956, 1978. |
human | TDLo | oral | 429mg/kg/10D- (429mg/kg) | BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA | New England Journal of Medicine. Vol. 289, Pg. 491, 1973. |
man | LDLo | oral | 3200mg/kg/31D (3200mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" BLOOD: OTHER CHANGES BLOOD: AGRANULOCYTOSIS | Journal of the Royal Society of Medicine. Vol. 73, Pg. 587, 1980. |
man | TDLo | oral | 7143ug/kg (7.143mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | New England Journal of Medicine. Vol. 306, Pg. 409, 1982. |
man | TDLo | oral | 143mg/kg/10D- (143mg/kg) | BLOOD: THROMBOCYTOPENIA | Annals of Internal Medicine. Vol. 102, Pg. 277, 1985. |
man | TDLo | oral | 357mg/kg (357mg/kg) | BEHAVIORAL: HEADACHE BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Journal of Toxicology, Clinical Toxicology. Vol. 29, Pg. 543, 1991. |
man | TDLo | oral | 1286mg/kg/30D (1286mg/kg) | BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED) BLOOD: EOSINOPHILIA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Internal Medicine. Vol. 31, Pg. 108, 1992. |
man | TDLo | oral | 122gm/kg/8Y-I (122000mg/kg) | VASCULAR: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: PARESTHESIS | Postgraduate Medical Journal. Vol. 56, Pg. 106, 1980. |
man | TDLo | rectal | 7143ug/kg (7.143mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: NAUSEA OR VOMITING | New England Journal of Medicine. Vol. 306, Pg. 409, 1982. |
man | TDLo | unreported | 1300mg/kg/4W- (1300mg/kg) | BEHAVIORAL: ATAXIA GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Practitioner. Vol. 204, Pg. 850, 1970. |
mouse | LD50 | intravenous | 1096mg/kg (1096mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
mouse | LD50 | oral | 12500mg/kg (12500mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
mouse | LD50 | subcutaneous | 3gm/kg (3000mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
rabbit | LD50 | oral | > 7500mg/kg (7500mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995. | |
rat | LD50 | intravenous | 1520mg/kg (1520mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
rat | LD50 | oral | 15600mg/kg (15600mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
rat | LD50 | subcutaneous | 3870mg/kg (3870mg/kg) | Drugs in Japan Vol. -, Pg. 420, 1990. | |
women | LDLo | unreported | 840mg/kg/3W-I (840mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE" IMMUNOLOGICAL INCLUDING ALLERGIC: INCREASED IMMUNE RESPONSE | Therapie. Vol. 37, Pg. 315, 1982. |
women | TDLo | oral | 140mg/kg/2W-I (140mg/kg) | BEHAVIORAL: HEADACHE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Lancet. Vol. 1, Pg. 917, 1984. |
women | TDLo | oral | 570mg/kg/11D- (570mg/kg) | BLOOD: THROMBOCYTOPENIA BLOOD: LEUKOPENIA BLOOD: OTHER CHANGES | Clinical and Experimental Dermatology. Vol. 19, Pg. 419, 1994. |
women | TDLo | oral | 700mg/kg/4W-I (700mg/kg) | BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT LIVER: LIVER FUNCTION TESTS IMPAIRED BEHAVIORAL: EXCITEMENT | Clinical and Experimental Rheumatology. Vol. 10, Pg. 427, 1992. |
women | TDLo | unreported | 2700mg/kg/13W (2700mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | British Medical Journal. Vol. 286, Pg. 1547, 1983. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 220 dec | deg C | EXP | |
log P (octanol-water) | 3.810 | (none) | EST | |
Atmospheric OH Rate Constant | 1.38E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.