シクロヘキシルイソシアニド
シクロヘキシルイソシアニド · イソシアノシクロヘキサン · シクロヘキシル=イソシアニド · ISOCYANOCYCLOHEXANE · HANSA ISN-0519 · BIO-FARMA BF001328 · CYCLOHEXYL ISONITRILE · Cyclohexaneisonitrile
識別子と物理属性
| CAS No. | 931-53-3 |
|---|---|
| 分子式 | C7H11N |
| 平均分子量 | 109.17 g/mol |
| 単同位体質量 | 109.08914935 g/mol |
| SMILES | [C-]#[N+]C1CCCCC1 |
| InChIKey | XYZMOVWWVXBHDP-UHFFFAOYSA-N |
| PubChem CID | 79129 |
| ChEBI | CHEBI:17966 |
| EC No. | 213-238-7 |
| DTXSID | DTXSID90239266 |
| 現地名 | シクロヘキシルイソシアニド |
化学・物理的性質
| XLogP | 1.7 |
|---|---|
| 極性表面積 | 4.4 |
| 水素結合供与体数 | 0 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 103 |
| 融点 | 6.45°C |
| 沸点 | 173-176 °C |
| 密度 | 0.878 g/mL at 25 °C(lit.) |
| 屈折率 | n20/D 1.45(lit.) |
| 引火点 | 170 °F |
| 貯蔵条件 | Store at +2°C to +8°C. |
| 外観・状態 | 液体 |
| 色 | 無色透明～微褐色 |
| BRN | 3662332 |
| 安定性 | 安定。強酸、強塩基、強還元剤、強酸化剤とは相容れない。可燃性。 |
| InChI | InChI=1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2 |
| InChIKey | XYZMOVWWVXBHDP-UHFFFAOYSA-N |
| SMILES | C1([N+]#[C-])CCCCC1 |
| CAS データベース | 931-53-3(CAS DataBase Reference) |
化学的特性
colourless liquid
安全性と法規制
| GHS 分類 | DangerH301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Cyclohexyl isocyanide: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 3 (100%) |
| F | 10-13-21 |
| 水環境危害等級（WGK） | 3 |
| 輸送番号（UN） | UN 2810 6.1/PG 2 |
| 税関コード | 29299090 |
| 危険文句（R） | 20/21/22-23/24/25 |
| 消防法 | 危-4-3-III |
| 危険表示 | Xn,T |
| 安全措置（S） | 36/37-45-24/25 |
| 危険等級 | 6.1Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 Oral |
| 包装等級 | III |
| 貯蔵分類 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
用途
使用
Cyclohexyl Isocyanide can be used as novel arginase inhibitors to treat diseases.
一般的な説明
Cyclohexyl isocyanide reacts with dimethyl acetylenedicarboxylate to give a mixture of cyclopenta[b]pyridine derivatives, azaspirononatriene derivative and the azabicyclononatriene. It reacts with dialkyl acetylenedicarboxylates to form 1:1 intermediate which on facile addition to 1-benzylisatin and tryptantrin yields highly functionalized novel unsaturated γ-spiroiminolactones.
製法・合成法
製造方法
CAUTION: Use a well-ventilated hood and take all precautions before using phosgene.To a flask equipped as in Preparation 3-1 is added 1.27 kg (10.0 moles) of N-cyclohexylformamide, 3.20 liters of triethylamine, and 4.50 liters of methylene chloride. The solution is stirred while phosgene is rapidly added (300-400 gm/hr) to cause vigorous refluxing. Refluxing ceases after 1.04 kg (10.2 moles) of phosgene have been added and the addition is stopped. The reaction mixture is cooled to 22-25°C, 400 gm (23.5 moles) of ammonia gas added over a period of 1-2 hr, the mixture filtered then concentrated under reduced pressure, and the residue distilled to afford 955 gm (88%), b.p. 67-72°C (14 mm Hg).