ChemicalBook--->CAS DataBase List--->127-58-2

127-58-2

127-58-2 Structure

127-58-2 Structure
IdentificationMore
[Name]

Sulfamerazine sodium
[CAS]

127-58-2
[Synonyms]

2-sulfanilamido-4-methylpyrimidine sodium salt
4-AMINO-N-[4-METHYL-2-PYRIMIDINYL]-BENZENESULFONAMIDE SODIUM SALT
4-methyl-2-sulfanilamidopyrimidine sodium salt
monosodium 2-sulfanilamido-4-methylpyrimidine
SODIUM SULFAMERAZINE
solumedine
sulfamerazine sodium
SULFAMERAZINE SODIUM SALT
SULFAMERAZINE, SODIUM SALT MONOHYDRATE
4-amino-n-(4-methyl-2-pyrimidinyl)-benzenesulfonamidmonosodiumsalt
n(sup1)-(4-methyl-2-pyrimidinyl)sulfanilamidesodiumsalt
n(sup1)-(4-methyl-2-pyrimidinyl)-sulfanilamidmonosodiumsalt
sodiumsulphamerazine
solublesulfamerazine
SulfadimidineSodium,Pharma
SULFAMERAZINE SODIUM(SM1-NA)(NDC:56631-1715)
[EINECS(EC#)]

204-851-0
[Molecular Formula]

C11H11N4NaO2S
[MDL Number]

MFCD00068332
[Molecular Weight]

286.29
[MOL File]

127-58-2.mol
Chemical PropertiesBack Directory
[RTECS ]

WP0760000
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Powder
[Water Solubility ]

Soluble in DMSO or water
[InChI]

InChI=1S/C11H12N4O2S.Na.H/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10;;/h2-7H,12H2,1H3,(H,13,14,15);;
[InChIKey]

KKUXWNMLISMINK-UHFFFAOYSA-N
[SMILES]

S(C1C=CC(N)=CC=1)(=O)(=O)NC1=NC=CC(C)=N1.[NaH]
[CAS DataBase Reference]

127-58-2(CAS DataBase Reference)
[EPA Substance Registry System]

127-58-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H315-H319
[Precautionary statements ]

P261-P264-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/22:Harmful by inhalation and if swallowed .
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S7:Keep container tightly closed .
S24:Avoid contact with skin .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

Yes
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
[Safety Profile]

Moderately toxic by ingestion, subcutaneous, intraperitoneal, and intravenous routes. When heated to decomposition it emits toxic fumes of SOx, NOx, and Na2O.
Hazard InformationBack Directory
[Description]

Sulfamerazine is a sulfonamide antibiotic. It inhibits bacterial carbonic anhydrase by ~20% at a concentration of 500 μM. In vivo, sulfamerazine (500 mg/L) reduces severity of peribronchitis and inhibits cilia-associated respiratory Bacillus colonization in mice. It also prevents death of Toxoplasma-infected mice. Sulfonamide class antibiotics, of which sulfamerazine is a member, are bacteriostatic and inhibit bacterial synthesis of dihydrofolic acid by competing with 4-aminobenzoic acid (Item No. 18659) for binding to dihydropteroate synthase. Formulations containing sulfamerazine have been used for the treatment of pneumonia and typhoid fever.
[Uses]

Involved in characterization of chirosan membranes for the transport of drugs1,2,3
[Brand name]

Bio hubber simple;Cremo-merazine;Debnal m;Mebacid;Neotrizine;Peccocode;Septosil;Spanbolet ii;Tersulpha;Trisulfaminic;Trisulpha.
[World Health Organization (WHO)]

Sulfamerazine sodium, a sulfonamide anti-infective agent, was introduced several decades ago for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing resistance and their replacement by antibiotics which are generally more active and less toxic. The sulfonamides are known to cause serious adverse effects such as renal toxicity, sometimes fatal exfoliative dermatitis and erythema multiforma and dangerous adverse reactions affecting blood formation such as agranulocytosis and haemolytic or aplastic anaemia. Sulfamerazine is still used in some countries usually in combination with other sulfonamides.
[References]

[1] SUMMERS W A. The effects of oral administration of aureomycin, sulfathiazole, sulfamerazine and 4,4’-diamino diphenyl sulfone on toxoplasmosis in mice.[J]. American Journal of Tropical Medicine and Hygiene, 1949, 29 6: 889-893. DOI: 10.4269/ajtmh.1949.s1-29.889
[2] ZHANHUI WANG . A highly sensitive and class-specific fluorescence polarisation assay for sulphonamides based on dihydropteroate synthase[J]. Biosensors and Bioelectronics, 2015, 70: Pages 1-4. DOI: 10.1016/j.bios.2015.03.016
[3] MARIYA AL RASHIDA. Sulfa drugs as inhibitors of carbonic anhydrase: new targets for the old drugs.[J]. BioMed Research International, 2014: 162928. DOI: 10.1155/2014/162928
[4] S MATSUSHITA  E S. Prevention and treatment of cilia-associated respiratory bacillus in mice by use of antibiotics.[J]. Laboratory animal science, 1995, 45 5: 503-507.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

127-58-2(sigmaaldrich)
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