Sulfamethoxazole

Modify Date: 2024-01-02 12:47:23

Sulfamethoxazole structure	Common Name	Sulfamethoxazole
	CAS Number	723-46-6	Molecular Weight	253.278
	Density	1.5±0.1 g/cm3	Boiling Point	482.1±55.0 °C at 760 mmHg
	Molecular Formula	C₁₀H₁₁N₃O₃S	Melting Point	166 °C
	MSDS	Chinese USA	Flash Point	245.4±31.5 °C
	Symbol	GHS07	Signal Word	Warning

Use of Sulfamethoxazole

Sulfamethoxazole is a sulfonamide bacteriostatic antibiotic.Target: AntibacterialSulfonamides are structural analogs and competitive antagonists of para-aminobenzoic acid (PABA). They inhibit normal bacterial utilization of PABA for the synthesis of folic acid, an important metabolite in DNA synthesis. The effects seen are usually bacteriostatic in nature. Folic acid is not synthesized in humans, but is instead a dietary requirement. This allows for the selective toxicity to bacterial cells (or any cell dependent on synthesizing folic acid) over human cells. Bacterial resistance to sulfamethoxazole is caused by mutations in the enzymes involved in folic acid synthesis that prevent the drug from binding to it.

Name	sulfamethoxazole
Synonym	More Synonyms

Description	Sulfamethoxazole is a sulfonamide bacteriostatic antibiotic.Target: AntibacterialSulfonamides are structural analogs and competitive antagonists of para-aminobenzoic acid (PABA). They inhibit normal bacterial utilization of PABA for the synthesis of folic acid, an important metabolite in DNA synthesis. The effects seen are usually bacteriostatic in nature. Folic acid is not synthesized in humans, but is instead a dietary requirement. This allows for the selective toxicity to bacterial cells (or any cell dependent on synthesizing folic acid) over human cells. Bacterial resistance to sulfamethoxazole is caused by mutations in the enzymes involved in folic acid synthesis that prevent the drug from binding to it.
Related Catalog	Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection
References	[1]. http://en.wikipedia.org/wiki/Sulfamethoxazole

Density	1.5±0.1 g/cm3
Boiling Point	482.1±55.0 °C at 760 mmHg
Melting Point	166 °C
Molecular Formula	C₁₀H₁₁N₃O₃S
Molecular Weight	253.278
Flash Point	245.4±31.5 °C
Exact Mass	253.052109
PSA	106.60000
LogP	0.89
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.641
Storage condition	0-6°C
Stability	Stable, but light sensitive. Incompatible with strong oxidizing agents.

Sulfamethoxazole MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WP0700000

CHEMICAL NAME :: Sulfanilamide, N'-(5-methyl-3-isoxazolyl)-

CAS REGISTRY NUMBER :: 723-46-6

BEILSTEIN REFERENCE NO. :: 0226453

LAST UPDATED :: 199706

DATA ITEMS CITED :: 20

MOLECULAR FORMULA :: C10-H11-N3-O3-S

MOLECULAR WEIGHT :: 253.30

WISWESSER LINE NOTATION :: T5NOJ C1 EMSWR DZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 160 mg/kg/10D-I

TOXIC EFFECTS :: Endocrine - hypoglycemia

REFERENCE :: AIMDAP Archives of Internal Medicine. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1908- Volume(issue)/page/year: 143,827,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 18,185,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2690 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 21,175,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 21,175,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2300 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CMTRAG Chemotherapia. (Basel, Switzerland) V.1-12, 1960-67. For publisher information, see CHTHBK. Volume(issue)/page/year: 8,63,1964

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2300 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 21,175,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 21,175,1973

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1460 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85IRAK "Modern Pharmaceuticals of Japan, V," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1975 Volume(issue)/page/year: -,105,1975

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CMTRAG Chemotherapia. (Basel, Switzerland) V.1-12, 1960-67. For publisher information, see CHTHBK. Volume(issue)/page/year: 6,273,1963

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 12ZWAM "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press, New York, 1964 Volume(issue)/page/year: 2,249,1964 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 67500 mg/kg/30D-I

TOXIC EFFECTS :: Endocrine - changes in thyroid weight Blood - normocytic anemia Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 21,175,1973 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 gm/kg/60W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Endocrine - thyroid tumors

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 24,351,1973 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 24,285,1980 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 24,285,1980 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,348,1987 TOXICOLOGY REVIEW HFHBAG Hartford Hospital Bulletin. (Hartford Hospital, 80 Seymour St., Hartford, CT 06115) V.1- 1938/39- Volume(issue)/page/year: 29,364,1974 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81525 No. of Facilities: 58 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 230 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2070 No. of Facilities: 88 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 4250 (estimated) No. of Female Employees: 4016 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81525 No. of Facilities: 853 (estimated) No. of Industries: 3 No. of Occupations: 9 No. of Employees: 17028 (estimated) No. of Female Employees: 11965 (estimated)

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H317-H319-H335
Precautionary Statements	P261-P280-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes	Xn:Harmful
Risk Phrases	R22;R36/37/38
Safety Phrases	S26-S36-S36/37/39-S22
RIDADR	NONH for all modes of transport
WGK Germany	2
RTECS	WP0700000
HS Code	2935003000

Precursor 8
CAS#:21312-10-7 N4-Acetylsulfam... CAS#:29699-89-6 4-Nitro Sulfame... CAS#:98-74-8 nosyl chloride CAS#:121-60-8 4-Acetamidobenz...
CAS#:114438-33-4 N-Hydroxy Sulfa... CAS#:1072-67-9 3-Amino-5-methy... CAS#:6752-38-1 4-isocyanatoben... CAS#:13752-78-8 but-2-ynenitrile
DownStream 3
CAS#:141233-20-7 4-hydroxy-N-(5-... CAS#:21312-10-7 N4-Acetylsulfam... CAS#:59541-34-3 4-[2-(3,5-dioxo...

HS Code	2935003000
Summary	HS:2935003000 4-amino-n-(5-methylisoxazol-3-yl)benzenesulfonamide VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

Sorption affinities of sulfamethoxazole and carbamazepine to two sorbents under co-sorption systems.

Environ. Pollut. 194 , 203-9, (2014)

The Kd of sulfamethoxazole (SMX) on activated carbon (AC) was larger than that of SMX on single-walled carbon nanotubes (SC), but the competition of SMX with carbamazepine (CBZ) for adsorption sites w...

Fast determination of 22 sulfonamides from chicken breast muscle using core-shell nanoring amino-functionalized superparamagnetic molecularly imprinted polymer followed by liquid chromatography-tandem mass spectrometry.

J. Chromatogr. A. 1345 , 17-28, (2014)

A novel, simple and sensitive method was developed for the simultaneous determination of 22 sulfonamides (SAs) in chicken breast muscle by using the dispersive micro-solid-phase extraction (d-μ-SPE) p...

Supported liquid membrane-protected molecularly imprinted beads for micro-solid phase extraction of sulfonamides in environmental waters.

J. Chromatogr. A. 1357 , 158-64, (2014)

In this work, molecularly imprinted polymer (MIP) beads have been prepared and evaluated for the development of a supported liquid membrane-protected micro-solid phase extraction method for the analys...

MFCD00010546

N1-(5-methylisoxazol-3-yl)-4-aminobenzene-1-sulfonamide

SEPTRA

Sulfamethoxazole

4-Amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide

Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)-

BACTRIM

Sulphamethoxazole

EINECS 211-963-3

Septrin

Gantanol

Sinomin

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