아이사토산 무수물
아이사토산무수물 · 아이사토산 무수물 · 1H-BENZO[D][1,3]OXAZINE-2,4-DIONE · Isatoic · 2-(carboxyamino)-benzoicacicyclicanhydride · BENZOXAZINEDIONE · 4H-3,1-Benzoxazine-2,4(1H)-dione · 2H-3,1-BENZOXAZINE-2,4(1H)-DIONE
식별자 및 물리적 특성
| CAS No. | 118-48-9 |
|---|---|
| 분자식 | C8H5NO3 |
| 평균 분자량 | 163.13 g/mol |
| 단동위원소 질량 | 163.02694302 g/mol |
| SMILES | O=c1[nH]c2ccccc2c(=O)o1 |
| InChIKey | TXJUTRJFNRYTHH-UHFFFAOYSA-N |
| PubChem CID | 8359 |
| ChEMBL | CHEMBL1235999 |
| EC No. | 204-255-0 |
| DTXSID | DTXSID6026955 |
| 현지명 | 아이사토산 무수물 |
화학 및 물리적 성질
| XLogP | 1 |
|---|---|
| 극성 표면적 | 55.4 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 226 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| Polymers | Plastics & Rubber -> Acid Anhydrides, Cyclic |
| SpringerMaterials Properties | Chemical shift |
| Color/Form | PRISM FROM ALC OR GLACIAL ACETIC ACIDCRYSTALS FROM ALCOHOL OR DIOXANETAN POWDER |
| 용해도 | MISCIBLE IN WATER, HOT ALC, AND ACETONEINSOL IN ETHER, BENZENE, AND CHLOROFORM0.3g/L |
| 녹는점 | 243 °C WITH DECOMPOSITION233 °C (dec.) (lit.) |
| Physical Description | Dry PowderTan solid[Hawley] Grey powder[MSDSonline] |
| 끓는 점 | 290.19°C (rough estimate) |
| 밀도 | 1,52 g/cm3 |
| 증기 밀도 | 5.6 (vs air) |
| 굴절률 | 1.5510 (estimate) |
| 인화점 | 308 °C |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | 11.06±0.20(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 베이지에서 브라운까지 |
| 용해도 | 물에서 분해되다 |
| BRN | 136786 |
| InChI | 1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11) |
| InChIKey | TXJUTRJFNRYTHH-UHFFFAOYSA-N |
| SMILES | O=C1Nc2ccccc2C(=O)O1 |
| LogP(분배 계수) | 0.978 (est) |
| NIST | Isatoic anhydride(118-48-9) |
| EPA | 2H-3,1-Benzoxazine-2,4(1H)-dione (118-48-9) |
화학적 성질
BEIGE TO BROWN POWDER
안전 및 규제
| GHS 분류 | WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 5.2% (11 of 210) of reports.H317 (94.8%): May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| 규제 정보 | Chemical: 2H-3,1-Benzoxazine-2,4(1H)-dione2H-3,1-Benzoxazine-2,4(1H)-dione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2H-3,1-Benzoxazine-2,4(1H)-dione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18515Isatoic anhydride: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | An eye irritantMay cause skin sensitization[eChemPortal: ESIS] Danger of skin sensitization[MAK] An irritant[MSDSonline] See ACID ANHYDRIDES. |
| Hazard Classes and Categories | Skin Sens. 1 (94.8%)Eye irritation - category 2Eye Irrit. 2 |
| 유해 작용 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| Non-Human Toxicity Excerpts | TESTED FOR ANTIFERTILITY EFFECTS IN MICE AFTER ORAL ADMIN FOR 21 DAYS, WITH MALES INTRODUCED @ END OF 1ST WK, & AFTER INJECTIONS TWICE DAILY FOR 5 DAYS. EFFECTIVE IN DECR NUMBER OF MICE WITH LITTERS @ LEAST 50%. |
| 수질 위해 등급(WGK) | 1 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DM3100000 |
| 독성 | LD50 orally in Rabbit: > 6400 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
| 관세 코드 | 29349990 |
| 위험 문구(R) | 36-43 |
| 위험 표시 | Xi |
| 안전 문구(S) | 24-26-37 |
| F 고인화성물질 | 3 |
| 자연 발화 온도 | >600 °C |
| 위험 등급 | Eye Irrit. 2Skin Sens. 1 |
| 저장 분류 | 11 - Combustible Solids |
| 유해 물질 데이터 | 118-48-9(Hazardous Substances Data) |
용도
용도
Isatoic anhydride is a potent inactivator of α-chymotrypsin and inactivates stoichiometrically. Isatoic Anhydride is an important compound in the preparation of serine protease inhibitors.
제조 및 합성 방법
제조 방법
Phosphorus tribromide (0.035 mol) was added to a solution of N-carbethoxy- or N-carbobenzoxy-anthranilic acid (0.1 mol;prepared by coupling anthranilic acid with the corresponding carbalkoxy chloride in the usual way) in anhydrous diethyl ether (100 mL). After 24 h at room temperature, isatoic anhydride had separated as a microcrystalline product. It was collected by filtration, washed with dry diethyl ether, and recrystallized from ethanol. Yield ca. 90%.