1-((p-Aminophenyl)sulfonyl)guanidine
Sulphaguanidine
CAS: 57-67-0
Molecular Formula: C7H10N4O2S
1-((p-Aminophenyl)sulfonyl)guanidine - Names and Identifiers
| Name | Sulphaguanidine |
| Synonyms | Sulfaguanidine Sulphaguanidine 1-Sulfanilylguanidine Sulfaguanidine solution N1-amidinosulphanilamide ((4-Aminophenyl)sulfonyl)guanidine ((p-Aminophenyl)sulfonyl)guanidine 1-((p-Aminophenyl)sulfonyl)guanidine 4-amino-n-(diaminomethylene)-benzenesulfonamid 4-amino-n-(aminoiminomethyl)-benzenesulfonamid 4-Amino-N-(diaminomethylene)benzenesulfonamide 4-amino-N-(diaminomethylidene)benzenesulfonamide 1-Amino-4-(([amino(imino)methyl]amino)sulfonyl)benzene |
| CAS | 57-67-0 |
| EINECS | 200-345-9 |
| InChI | InChI=1/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11) |
1-((p-Aminophenyl)sulfonyl)guanidine - Physico-chemical Properties
| Molecular Formula | C7H10N4O2S |
| Molar Mass | 214.24 |
| Density | 1.3916 (rough estimate) |
| Melting Point | 190-193°C |
| Boling Point | 426.1±47.0 °C(Predicted) |
| Flash Point | 249.2°C |
| Water Solubility | 1g/1000mL at 25 ºC |
| Solubility | Almost insoluble in water, slightly soluble in ethanol, easily soluble in acetone, methanol and dilute inorganic acid. |
| Vapor Presure | 1.09E-09mmHg at 25°C |
| Appearance | White or yellowish crystalline powder |
| Color | white to off-white |
| Merck | 14,8908 |
| BRN | 2695326 |
| pKa | pKa 2.37(H2Ot = 37) (Uncertain) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.6440 (estimate) |
| MDL | MFCD00038136 |
| Physical and Chemical Properties | White or yellowish crystalline powder, odorless, slightly bitter, melting point 176~181 ℃. Almost insoluble in water, slightly soluble in ethanol, soluble in acetone, methanol and dilute inorganic acid. Can change color under light. |
| Use | The preferred drug for the treatment of leprosy, suitable for the treatment of various types of leprosy, can improve the clinical symptoms. General mucosal lesions improved faster, skin lesions improved more slowly, neuropathy is slower, so long course of treatment, easy to produce drug resistance, not easy to cure, in addition, also available for the treatment of dermatitis herpetiformis, lupus erythematosus, psoriasis, foot disease and malaria. The formulation is a tablet. |
1-((p-Aminophenyl)sulfonyl)guanidine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 3249 |
| WGK Germany | 3 |
| RTECS | WO8575000 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29350090 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
1-((p-Aminophenyl)sulfonyl)guanidine - Upstream Downstream Industry
| Raw Materials | 1-Chloro-4-nitrobenzene |
| Downstream Products | Sulfadiazine Sulfamethazine Base |
1-((p-Aminophenyl)sulfonyl)guanidine - Reference
| Reference Show more | 1. Kollinger, Kefei, niudejun, et al. Screening of sulfonamide sensitive strains by UV mutagenesis and its application in the detection of milk sulfonamide antibiotics [J]. Modern food science and technology, 2019, 35(5):296-303. 2. [IF = 5.833] Hu Wenyao et al."Flexible membrane composite based on sepiolite/chitosan/silver nanoparticles) for the enrichment and surface-enhanced Raman scattering determination of sulfamethoxazole in animal-derived food." MICROCHIMICA ACTA. 2022 May;189(5):1-12 |
1-((p-Aminophenyl)sulfonyl)guanidine - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| trait | sulfamidine is white needle-like crystalline powder, odorless or almost odorless, tasteless. It was gradually changed in light. The melting point was 189-192 °c. This product is dissolved in boiling water, slightly soluble in water, ethanol or acetone. Soluble in dilute hydrochloric acid. Insoluble in sodium hydroxide solution. |
| purpose | sulfamidine is a low-grade sulfa drug that can inhibit bacteria. It is mainly used for the production of sulfadiazine, sulfadimidine and other higher sulfonamides. sulfonamides, used for bacillary dysentery, enteritis, etc. The drug of first choice for the treatment of leprosy, suitable for the treatment of various types of leprosy, can improve the clinical symptoms. General mucosal lesions improved faster, skin lesions improved more slowly, neuropathy is slower, so long course of treatment, easy to produce drug resistance, not easy to cure, in addition, also available for the treatment of dermatitis herpetiformis, lupus erythematosus, psoriasis, foot disease and malaria. The formulation is a tablet. This strain of sulfonamides is used for intestinal antibacterial infections, such as bacillary dysentery enteritis, and can also be used to prevent infection before intestinal surgery. In the pharmaceutical industry, it is generally used as an important raw material for SM2,SD and other sulfadiazine drugs. |
| sulfanilamide | sulfanilamide and sulfamidine were commonly used sulfanilamide drugs. Due to their high toxicity, they were generally not used as preferred drugs, both of them and acetaminophen sulfonyl chloride are now used only as intermediates in the production of sulfonamides. sulfamidine, also known as sulfamidine and Zhili tablets, is the earliest sulfanilamide used for intestinal infection. The molecular structure of sulfamidine has a strong basic guanidine group, with high dissociation degree and low fat solubility, after oral administration, although there is a certain amount of absorption from the intestinal tract, but not enough to achieve effective blood concentration, it is not used for systemic infection. But can maintain a higher concentration in the intestine, more for bacterial infections of the digestive tract. Such as gastroenteritis, dysentery, etc. When combined with trimethoprim (TMP) or ditrimethoprim (DVD), the antibacterial effect is significantly enhanced. preparation method: 1. Sulfanilamide and guanidine nitrate can be melted in soda ash and condensed under reduced pressure to obtain sulfamidine product. 2, obtained by reacting acesulfame chloride with guanidine nitrate in the presence of sodium hydroxide in a mixed solution of acetone and water. 3, p-aminobenzenesulfonyl chloride was synthesized from p-nitrobenzenesulfonyl chloride by catalytic hydrogenation, Then ammoniation is carried out to produce sulfanilamide, and then reaction with guanidine nitrate to obtain sulfamidine. Drug Interaction: 1, at the same time, the application of urine alkalizing drugs can enhance the solubility of this product in alkaline urine and increase the excretion. 2, sulfamidine can not be combined with P-aminobenzoic acid, P-aminobenzoic acid can replace this product by bacterial uptake, both antagonistic. It is also unsuitable for use in combination with local anesthetics containing p-Aminobenzoyl, such as procaine, tetracaine, and the like. 3, for those taking estrogenic contraceptives, simultaneous prolonged use of sulfamidine can lead to a decrease in the reliability of contraception and increase the chance of bleeding outside the menstrual period. 4, the additive effect of photosensitivity may occur when combined with photosensitive drugs. 5. The requirement of vitamin K is increased in those who receive this product. |
| production method | the sulfonamide is obtained by condensation with guanidine nitrate. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | intraperitoneal-mouse LDL0: 500 mg/kg |
| flammability hazard characteristics | flammability; Toxic nitrogen oxide and sulfur oxide fumes from combustion |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-09 19:05:13
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Raw Materials for 1-((p-Aminophenyl)sulfonyl)guanidine
Downstream Products for 1-((p-Aminophenyl)sulfonyl)guanidine