로무스팅
로무스틴 · 로무스팅 · 로무스팅(LOMUSTINE) · Lomustin · cinu · CCNU · ceenu · rb1509

식별자 및 물리적 특성
| CAS No. | 13010-47-4 |
|---|---|
| 분자식 | C9H16ClN3O2 |
| 평균 분자량 | 233.69 g/mol |
| 단동위원소 질량 | 233.0931045 g/mol |
| SMILES | O=NN(CCCl)C(=O)NC1CCCCC1 |
| InChIKey | GQYIWUVLTXOXAJ-UHFFFAOYSA-N |
| PubChem CID | 3950 |
| ChEMBL | CHEMBL2062293 |
| ChEBI | CHEBI:6520 |
| EC No. | 235-859-2 |
| DTXSID | DTXSID2023222 |
| 현지명 | 로무스팅 |
화학 및 물리적 성질
| XLogP | 2.8 |
|---|---|
| 극성 표면적 | 61.8 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 219 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP(분배 계수) | log Kow = 2.83 |
| Color/Form | SolidYellow powder |
| 용해도 | Soluble in ethanolFreely soluble in chloroformsoluble in acetone.Solubility in water, 0.1N NaOH, 0.1N HCl, or 10% ethanol: <0.05 mg/mLin absolute ethanol: 70 mg/mL7.55e-01 g/L물에는 거의 녹지 않으며, 아세톤과 염화메틸렌에는 잘 녹고, 에탄올(96%)에는 녹습니다. |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Decomposition | Hazardous decomposition products formed under fire conditions: Carbon oxides, nitrogen oxides (NOx), hydrogen chloride gas. |
| 녹는점 | 88-90 °C88 - 90 °C |
| Physical Description | Solid |
| 끓는 점 | 63.6°C (rough estimate) |
| 밀도 | 1.3840 (rough estimate) |
| 굴절률 | 1.5790 (estimate) |
| 저장 조건 | 2-8°C |
| pKa(산도 계수) | 10.88±0.20(Predicted) |
| 물리적 상태 | Solid |
| 색상 | Light orange to Yellow to Green |
| Merck | 14,5564 |
| 헨리 상수 | 5.5×104 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | InChI=1S/C9H16ClN3O2/c10-6-7-13(12-15)9(14)11-8-4-2-1-3-5-8/h8H,1-7H2,(H,11,14) |
| InChIKey | GQYIWUVLTXOXAJ-UHFFFAOYSA-N |
| SMILES | N(CCCl)(N=O)C(NC1CCCCC1)=O |
| EPA | 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea (13010-47-4) |
화학적 성질
Lomustine is a pale yellow powder.
안전 및 규제
| GHS 분류 | DangerH228 (34.4%): Flammable solid [Danger Flammable solids]P203, P210, P234, P235, P240, P241, P260, P264, P270, P280, P301+P316, P308+P316, P318, P319, P321, P330, P370+P378, P403, P405, P410, P411, P420, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 64 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H301: Toxic if swallowed [Danger Acute toxicity, oral] |
|---|---|
| 규제 정보 | Hazard Traits - CarcinogenicityDevelopmental Toxicity |
| 기타 안전 정보 | IMAP assessments - Urea, N-(2-chloroethyl)-N'-cyclohexyl-N-nitroso-: Environment tier I assessment |
| FDA 요건 | The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl lomustine, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. |
| Special Reports | National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea (13010-47-4) is listed as reasonably anticipated to be a human carcinogen. First listed in the Fourth Annual Report on Carcinogens (1985) as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s035ccnu.pdf] |
| Toxic Combustion Products | Hazardous decomposition products formed under fire conditions: Carbon oxides, nitrogen oxides (NOx), hydrogen chloride gas. |
| Hazard Classes and Categories | Flam. Sol. 1 (34.4%)Acute toxicity (Oral) - Category 3 |
| Shipment Methods and Regulations | /PRECAUTIONS FOR ANTINEOPLASTIC AGENTS:/ Methods for transporting hazardous drugs to the health-care setting should be consistent with environmental protection and national or local regulations for transporting hazardous substances. When hazardous drugs are being transported to the home-care setting, appropriate containers (eg, lined cardboard boxes) and procedures should be used to prevent breakage and contain leakage. ... The drugs must be securely capped or sealed and properly packaged and protected during transport to reduce further the chance of breakage and spillage in a public area such as a corridor or elevator. /Antineoplastic agents/ |
용도
용도
CCNU is an oral anticancer drug that was approved by the U.S. Food and Drug Administration in 1976 for marketing, as lomustine (FDA 2009a). CCNU is used alone or in combination with other antineoplastic agents, including procarbazine and vincristine, etoposide and prednimustine, and other combinations (IARC 1981, HSDB 2009). It is used primarily in the treatment of Hodgkin’s disease and brain tumors, but it has also been used to treat other cancer, includ-ing lung cancer, non-Hodgkin’s lymphoma, malignant melanoma, breast cancer, kidney cancer, and cancer of the gastrointestinal tract (MedlinePlus 2009). It has also been applied to the skin to treat mycosis fungoides and psoriasis.
일반 설명
Lomustine is available in 10-, 40-, and 100-mg capsules fororal administration in the treatment of primary and metastaticbrain cancers and Hodgkin’s lymphoma. This lipophilicagent is well absorbed, widely distributed, and crosses theblood-brain barrier. Lomustine undergoes extensive hepaticmetabolism, which is mediated by CYP3A4 to give severalhydroxylated metabolites, which arise as a result of oxidationof the cyclohexyl ring. Several of these are more activethan the parent compound. Denitrosation and dechlorinationhave also been demonstrated to occur for lomustine as well.The intact drug was not found in plasma when the agent wasadministered orally. Elimination occurs primarily in theurine with an elimination half-life of 16 to 72 hours.Myelosuppression is dose limiting and presents in a mannersimilar to that seen with carmustine. Other toxicities includenausea, vomiting, anorexia, impotence, sterility, amenorrhea,and infertility. Pulmonary and renal toxicity are rarelyseen during standard-dose therapy but increase during highdosetherapy.