피라진아마이드
피라진아미드 · 피라진아마이드 · 피라진 · PYRAZINE-2-CARBOXAMIDE · PZA · Aldinamid · 2-Carbamylpyrazine · PYRAZINECARBOXAMIDE
식별자 및 물리적 특성
| CAS No. | 98-96-4 |
|---|---|
| 분자식 | C5H5N3O |
| 평균 분자량 | 123.11 g/mol |
| 단동위원소 질량 | 123.04326178 g/mol |
| SMILES | NC(=O)c1cnccn1 |
| InChIKey | IPEHBUMCGVEMRF-UHFFFAOYSA-N |
| PubChem CID | 1046 |
| ChEMBL | CHEMBL614 |
| ChEBI | CHEBI:45285 |
| EC No. | 202-717-6 |
| DTXSID | DTXSID9021215 |
| 현지명 | 피라진아마이드 |
화학 및 물리적 성질
| XLogP | -0.6 |
|---|---|
| 극성 표면적 | 68.9 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 115 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| pH | Aqueous solutions are neutral7 (H2O) |
| SpringerMaterials Properties | Boiling point |
| LogP(분배 계수) | log Kow= -0.60-1-0.5 |
| Color/Form | CrystalsCrystals from water or alcoholCrystals from water or ethyl alcohol |
| 용해도 | Soluble (NTP, 1992)Solubility (mg/ml, 25 °C): methanol 13.8absolute ethanol 5.7isopropanol 3.8ether 1.0isooctane 0.01chloroform 7.4In water, 15 mg/ml @ 25 °C9.37e+01 g/L>18.5 [ug/mL] (The mean of the results at pH 7.4)H2O: 용해성50mg/mL |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-infective AgentsAntitubercular AgentsFDA approved drugs -> Active ingredientAntituberculosis medicines |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | SUB (NTP, 1992)229.19°C (rough estimate) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitric oxides/ |
| 녹는점 | 376 to 379 °F (NTP, 1992)192 °C189-191 °C (lit.) |
| Physical Description | Pyrazinamide is a white powder. Sublimes from 318 °F. (NTP, 1992)Solid |
| 밀도 | 1.3260 (rough estimate) |
| 굴절률 | 1.5900 (estimate) |
| 인화점 | >110°(230°F) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 결정질 분말 또는 바늘 |
| pKa(산도 계수) | 0.5(at 25℃) |
| 색상 | 하얀색 |
| 용해도 | 15mg/mL |
| Merck | 14,7956 |
| BRN | 112306 |
| BCS Class | 1,3 |
| 주요 응용 | 의약품(소분자) |
| InChI | 1S/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9) |
| InChIKey | IPEHBUMCGVEMRF-UHFFFAOYSA-N |
| SMILES | NC(=O)c1cnccn1 |
| LogP(분배 계수) | -0.600 |
| NIST | Pyrazine carboxamide(98-96-4) |
| EPA | Pyrazinamide (98-96-4) |
화학적 성질
Crystalline Solid
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 7.1% (4 of 56) of reports.DangerH310 (92.9%): Fatal in contact with skin [Danger Acute toxicity, dermal]P260, P262, P264, P270, P271, P280, P284, P302+P352, P304+P340, P316, P320, P321, P332+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 56 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Pyrazinecarboxamide: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Pyrazinecarboxamide: Environment tier I assessment |
| 건강 유해성 | SYMPTOMS: Athralgias, anorexia, nausea and vomiting, dysuria, malaise and fever. |
| FDA 요건 | The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl pyrazinamide, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. |
| 반응성 그룹 | Amides and Imides |
| Reactivity Profile | PYRAZINAMIDE is an amide derivative. Incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. May react with active metals or nitrides to produce flammable gaseous hydrogen. Incompatible with strongly oxidizing acids, peroxides, and hydroperoxides. |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Acute Tox. 1 (92.9%) |
| 응급 처치 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. If symptoms (such as redness or irritation) develop, immediately transport the victim to a hospital. |
| 보관 조건 | Pyrazinamide tablets should be stored in well-closed containers at a temperature less than 40 °C, preferably between 15-30 °C. |
용도
개요
Pyrazinamide was synthesized in 1952, and it is the nitrogen-analog of nicotinamide. It exhibits hepatotoxicity. Synonyms of this drug are dexambutol, miambutol, esnbutol, ebutol, and others.
용도
Pyrazinamide is used therapeutically as an antitubercular agent. Pyrazinamide is used to form polymeric copper complexes, create pyrazine carboxamide scaffolds useful as FXs inhibitors, and as a component of mycobacteria identification kits. It is used to study liver toxicity prevention and mechanisms of resistance .
일반 설명
Pyrazinecarboxamide (PZA) occurs as a white crystalline powder that is sparingly soluble in water and slightly soluble in polar organic solvents. Its antitubercular properties were discovered as a result of an investigation of heterocyclic analogs of nicotinic acid, with which it is isosteric. Pyrazinamide has recently been elevated to first-line status in short-term tuberculosis treatment regimens because of its tuberculocidal activity and comparatively low short-term toxicity. Since pyrazinamide is not active against metabolically inactive tubercle bacilli, it is not considered suitable for long-term therapy. Potential hepatotoxicity also obviates long-term use of the drug. Pyrazinamide is maximally effective in the low pH environment that exists in macrophages (monocytes). Evidence suggests bioactivation of pyrazinamide to pyrazinoic acid by an amidase present in mycobacteria.