アルトレタミン
N,N,N',N',N'',N''-ヘキサメチル-s-トリアジン-2,4,6-トリアミン · アルトレタミン · ヘキサスタット · ヘキサメチルメラミン · 2,4,6-トリス(ジメチルアミノ)-1,3,5-トリアジン · ヘメル · N,N,N',N',N'',N''-ヘキサメチル-1,3,5-トリアジン-2,4,6-トリアミン · N,N,N′,N′,N′′,N′′-ヘキサメチル-s-トリアジン-2,4,6-トリアミン
識別子と物理属性
| CAS No. | 645-05-6 |
|---|---|
| 分子式 | C9H18N6 |
| 平均分子量 | 210.28 g/mol |
| 単同位体質量 | 210.15929458 g/mol |
| SMILES | CN(C)c1nc(N(C)C)nc(N(C)C)n1 |
| InChIKey | UUVWYPNAQBNQJQ-UHFFFAOYSA-N |
| PubChem CID | 2123 |
| ChEMBL | CHEMBL1455 |
| ChEBI | CHEBI:24564 |
| EC No. | 211-428-4 |
| DTXSID | DTXSID4022579 |
| 現地名 | アルトレタミン |
化学・物理的性質
| XLogP | 2.7 |
|---|---|
| 極性表面積 | 48.4 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 3 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 148 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Fusion temperature |
| LogP（分配係数） | log Kow = 2.731.7 |
| Color/Form | Needles from absolute ethanolSolid |
| 溶解度 | Insoluble (NTP, 1992)Soluble in acetoneIn water, 91 mg/L at 25 °C3.10e+00 g/LWater 0.92 (mg/mL)クロロホルム（少量）、メタノール（微量、加温）不溶性 |
| Human Drugs | FDA approved drugs -> Active ingredient |
| 融点 | 172-174 °C172 - 174 °C171-175 °C (lit.) |
| Physical Description | Hexamethylmelamine is a colorless crystalline solid. Insoluble in water. (NTP, 1992) |
| Stability/Shelf Life | Bulk: The bulk drug is stable at room temperature. Solution: Aqueous solutions at pH 4, 7, and 10 are stable for 24 hours at room temperature (UV). |
| Collision Cross Section | 152.33 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]145.6 Ų [M+H]+ [CCS Type: TW |
| 沸点 | 339.81°C (rough estimate) |
| 密度 | 1.0441 (rough estimate) |
| 屈折率 | 1.6100 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa（酸解離定数） | pKa 10.3 (Uncertain) |
| 外観・状態 | 個体 |
| 色 | ホワイトからオフホワイト |
| Merck | 13,318 |
| InChI | 1S/C9H18N6/c1-13(2)7-10-8(14(3)4)12-9(11-7)15(5)6/h1-6H3 |
| InChIKey | UUVWYPNAQBNQJQ-UHFFFAOYSA-N |
| SMILES | CN(C)c1nc(nc(n1)N(C)C)N(C)C |
| CAS データベース | 645-05-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Altretamine(645-05-6) |
| EPAの化学物質情報 | Altretamine (645-05-6) |
化学的特性
White Solid
安全性と法規制
| GHS 分類 | 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, 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 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Hazard Traits - Developmental ToxicityReproductive Toxicity |
| 健康有害性 | SYMPTOMS: Nausea and vomiting, possibly parathesia, numbness, depression, confusion, drowsiness and hallucinations. |
| FDA 要件 | The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl altretamine approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. |
| 反応性グループ | Amines, Phosphines, and Pyridines |
| Reactivity Profile | HEXAMETHYLMELAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 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/ |
| 応急処置 |
用途
使用
An antitumor agent which also acts as a chemosterilant for male houseflies and other insects. Antineoplastic.
一般的な説明
Altretamine is available in 50-mg capsules for oraladministration as a second-line treatment for ovarian cancer.The mechanism of action has not been firmly established, althoughthe spectrum of activity is similar to that for otheralkylating agents; however, cross-resistance is not seen.Cytotoxicity has been correlated with metabolism to give thecarbinolamines, which may form imines capable of crosslinking,or decompose to give formaldehyde, which may reactwith nucleophiles on DNA or proteins. The agent is well absorbedupon oral administration, well distributed, and highly(90%) plasma protein bound. The agent is extensively metabolizedin the liver by CYP to give demethylated metabolites via the previously mentioned carbinolamines. Elimination occursprimarily in the urine as mostly demethylated metaboliteswith a terminal elimination half-life of 4 to 10 hours.Myleosuppression and nausea/vomiting are dose-limitingtoxicities. Other adverse effects include lethargy, agitation,hallucinations, skin rash, and elevations in transaminase levels,flulike symptoms, abdominal cramps, and diarrhea.