Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
안트랄린
디트라놀 · 안트랄린 · 안트랄린(ANTHRALIN) · 안트라린 · DITHRANOL · Anthranol · 9-anthrol · 1,8,9-ANTHRACENETRIOL
식별자 및 물리적 특성
| CAS No. | 1143-38-0 |
|---|---|
| 분자식 | C14H10O3 |
| 평균 분자량 | 226.23 g/mol |
| 단동위원소 질량 | 226.06299418 g/mol |
| SMILES | O=C1c2c(O)cccc2Cc2cccc(O)c21 |
| InChIKey | NUZWLKWWNNJHPT-UHFFFAOYSA-N |
| PubChem CID | 2202 |
| ChEMBL | CHEMBL46469 |
| ChEBI | CHEBI:37510 |
| EC No. | 214-538-0 |
| DTXSID | DTXSID7024538 |
| 현지명 | 안트랄린 |
화학 및 물리적 성질
| XLogP | 3.2 |
|---|---|
| 극성 표면적 | 57.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 17 |
| 형식 전하 | 0 |
| 복잡도 | 287 |
| 용해도 | less than 1 mg/mL at 68 °F (NTP, 1992)not soluble in water물에 거의 녹지 않고, 염화메틸렌에 녹고, 아세톤에 조금 녹고, 에탄올에 약간 녹습니다(96%). 알칼리 수산화물의 묽은 용액에 용해됩니다. |
| 녹는점 | 349 to 358 °F (NTP, 1992)178-182 °C178-181 °C (lit.) |
| Physical Description | Lemon yellow leaflets or plates or an orange powder. Melting point 176-181 °C. No odor or taste. Insoluble in water. Moderately toxic by ingestion, inhalation and skin absorption. Used as a treatment for psoriasis. |
| Kovats Retention Index | 2220 |
| Collision Cross Section | 142.6 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]142.24 Ų [M+H-H2O]+ [CCS Type: TW142.86 Ų [M+H]+ [CCS Type: TW151.92 Ų [M+Na]+ [CCS Type: TW |
| 끓는 점 | 464.1±45.0 °C(Predicted) |
| 밀도 | 1.419±0.06 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | Solid |
| pKa(산도 계수) | 7.16±0.20(Predicted) |
| 색상 | 노란색에서 주황색, 진한 노란색까지 |
| 용해도 | 물에 불용성. 아세트산, 클로로포름(20 mg/mL), 아세톤, 벤젠, 알칼리 수산화물 용액, 고정 오일에 용해됩니다. 95% 에탄올, 알코올, 에테르 및 빙초산에 약간 용해됩니다. |
| Merck | 14,684 |
| BRN | 2054360 |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2 |
| InChIKey | NUZWLKWWNNJHPT-UHFFFAOYSA-N |
| SMILES | Oc1cccc2Cc3cccc(O)c3C(=O)c12 |
| EPA | Dithranol (1143-38-0) |
화학적 성질
Yellow Crystalline Solid
안전 및 규제
| GHS 분류 | WarningH315 (98.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (98.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (96.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 60 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: 9(10H)-Anthracenone,1,8-dihydroxy-Anthralin: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 9(10H)-Anthracenone,1,8-dihydroxy-: Environment tier I assessmentIMAP assessments - 9(10H)-Anthracenone,1,8-dihydroxy-: Human health tier I assessment |
| 화재 위험 | Flash point data are not available for this chemicalhowever, it is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: This compound may cause irritation, lacrimation and photophobia.ACUTE/CHRONIC HAZARDS: This compound may cause irritation. It may also cause lacrimation. (NTP, 1992) |
| 반응성 그룹 | KetonesPhenols and Cresols |
| Reactivity Profile | ANTHRALIN reacts as a weak acid. Soluble in aqueous bases. May react with strong oxidizing agents. May be sensitive to light and moisture (NTP, 1992). |
| Air and Water Reactions | Unstable in air when in alkaline solution. Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (98.3%)Eye Irrit. 2 (98.3%)STOT SE 3 (96.7%) |
| 소화 | Fires involving this compound should be controlled usin 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.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992) |
| 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.STORAGE PRECAUTIONS: You should protect this material from light and moisture, and store it in a refrigerator. If possible, it would be prudent to store this compound under inert atmosphere. (NTP, 1992) |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Carcinogen Classification | DithranolGroup 3: Not classifiable as to its carcinogenicity to humansVolume 13: (1977) Some Miscellaneous Pharmaceutical SubstancesVolume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987440 pagesISBN 92-832-1411-0 (out of print) |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during LactationTopical anthralin has not been studied during breastfeeding. Anthralin has suspected mutagenic properties, so it should only be used if the potential benefit to the mother justifies potential risk to the infant. If anthralin is used, ensure that the infant's skin does not come into direct contact with the areas of maternal skin that have been treated and the infant does not ingest the product from the mother's skin.◉ Effects in Breastfed InfantsRelevant published information was not found as of the revision date.◉ Effects on Lactation and Breastmilk |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | CB8927000 |
| 관세 코드 | 29144000 |
| 위험 문구(R) | 36/37/38-45 |
| 위험 표시 | Xi,T |
| 안전 문구(S) | 26-53-45 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Anthralin is an anthrone inhibitor of keratinocyte proliferation and a modulator of differentiation. It increases apoptosis and inhibits proliferation of normal human keratinocytes (NHKs) when used at a concentration of 2.5 μM. It also decreases the mitochondrial membrane potential, increases cytochrome c release, and induces perinuclear mitochondrial clustering in NHKs when used at a concentration of 5 μM. Anthralin (0.25 μM) decreases the expression of β-defensin-2 and S100 calcium-binding protein A9 (S100A9) and increases the expression of IL-6 and IL-8 in IL-17A- and IL-22-stimulated NHKs. It also inhibits leukotriene B4 (LTB4; ) production, stimulated by the calcium ionophore A23187 , from human neutrophils (IC50 = 7 μM). Topical anthralin (0.1%) induces hair regrowth in a Dundee experimental bald rat (DEBR) model of alopecia areata.
용도
Antipsoriatic
일반 설명
Lemon yellow leaflets or plates or an orange powder. Melting point 176-181°C. No odor or taste. Insoluble in water. Moderately toxic by ingestion, inhalation and skin absorption. Used as a treatment for psoriasis.