2,4,5-트리메톡시벤즈알데히드
2,4,5-트리메톡시벤즈알데히드 · 2,4,5-트리메톡시벤즈알데하이드 · Asarylaldehyde · ASARALDEHYDE · Gazarin · ASARONALDEHYDE · Benzaldehyde, 2,4,5-trimethoxy- · 3,4,6-trimethoxybenzaldehyde
식별자 및 물리적 특성
| CAS No. | 4460-86-0 |
|---|---|
| 분자식 | C10H12O4 |
| 평균 분자량 | 196.2 g/mol |
| 단동위원소 질량 | 196.07355886 g/mol |
| SMILES | COc1cc(OC)c(OC)cc1C=O |
| InChIKey | IAJBQAYHSQIQRE-UHFFFAOYSA-N |
| PubChem CID | 20525 |
| ChEMBL | CHEMBL1164301 |
| ChEBI | CHEBI:113543 |
| EC No. | 224-713-3 |
| DTXSID | DTXSID1022217 |
| 현지명 | 2,4,5-트리메톡시벤즈알데히드 |
화학 및 물리적 성질
| XLogP | 1.3 |
|---|---|
| 극성 표면적 | 44.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 183 |
| 물질 분류 | Other Classes -> Benzaldehydes |
| 용해도 | less than 1 mg/mL at 72 °F (NTP, 1992)Soluble in water, ethyl ether, chloroform, ligroin클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨) |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | 284 °F at 4 mmHg (Sublimes) (NTP, 1992)140°C 4mm |
| 녹는점 | 234 to 237 °F (NTP, 1992)114 °C112-114 °C (lit.) |
| 증기압 | 0.00113 [mmHg] |
| Physical Description | 2,4,5-trimethoxybenzaldehyde is a beige powder. (NTP, 1992)Beige solid[CAMEO] White to pale brown solid[MSDSonline] |
| Collision Cross Section | 137.08 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]138.3 Ų [M+H]+ [CCS Type: TW |
| 밀도 | 1.2166 (rough estimate) |
| 굴절률 | 1.5550 (estimate) |
| 인화점 | 140°C/4mm subl. |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 물리적 상태 | 미세 결정성 분말 |
| 색상 | 흰색~밝은 베이지 |
| 용해도 | 22&C에서 <0.1g/100mL |
| BRN | 1951403 |
| InChI | 1S/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3 |
| InChIKey | IAJBQAYHSQIQRE-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1cc(OC)c(OC)cc1OC |
| LogP(분배 계수) | 1.634 (est) |
| NIST | Benzaldehyde, 2,4,5-trimethoxy-(4460-86-0) |
| EPA | 2,4,5-Trimethoxybenzaldehyde (4460-86-0) |
화학적 성질
white to light beige fine crystalline powder
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 화재 위험 | Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to related compounds are skin and gastrointestinal tract irritation, sensitization, blistering, nausea, vomiting, diarrhea, urinary tract irritation, initial excitement, convulsions and central nervous system depression. (NTP, 1992) |
| 유해성 요약 | Similar compounds cause gastrointestinal tract irritation and convulsions[CAMEO] May cause irritation[MSDSonline] |
| 반응성 그룹 | Aldehydes |
| Reactivity Profile | 2,4,5-TRIMETHOXYBENZALDEHYDE is light sensitive. (NTP, 1992). |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 소화 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| 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. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
용도
개요
2,4,5-Trimethoxybenzaldehyde (2,4,5-TMBA) is a natural cyclooxygenase-2 (COX-2) activity inhibitor that is present in carrot seeds (Daucus carota L.) and can be synthesised using Indonesia Sweet Flag (Acorus calamus) as a raw material. 2,4,5-TMBA may serve as a synthetic intermediate component for various pharmaceuticals. In addition, 2,4,5-TMBA is also considered a candidate drug for oral non-steroidal anti-inflammatory drugs (NSAIDs)[1].[1] LERRICK R I. Synthesis of Nonsteroidal Anti-Inflammatory Drug (NSAID) 2,4,5-Trimethoxybenzaldehyde from Indonesian Calamus oil and Its In Silico Pharmacokinetic Study[J]. Canadian Journal of Chemistry, 2022, 20 1. DOI:10.1139/cjc-2022-0121.
용도
2,4,5-Trimethoxybenzaldehyde is used in the synthesis of stilbene and hydrostibene derivatives as potential anticancer agents, inhibiting tubulin. Also used in the synthesis of HIV-RT inhibitors.
일반 설명
Beige powder.