肋麥角鹼

肋麥角鹼(6,8β-二甲基-10β-麥角靈)是一種有機化合物,化學式為C16H20N2,它是一種麥角靈真菌分離物。它可以N-對甲苯磺酰基-4-溴吲哚為原料,經多步反應合成、柱分離得到。[1]

肋麥角鹼
IUPAC名
6,8β-Dimethyl-10β-ergoline
系統名
(6aR,9R,10aS)-7,9-Dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline
英文名 Costaclavine
別名 (5R,8R,10R)-6,8-二甲基麥角靈
識別
CAS號 436-41-9  checkY
PubChem 160462
ChemSpider 141006
SMILES
 
  • C[C@@H]1C[C@@H]2[C@@H](CC3=CNC4=CC=CC2=C34)N(C1)C
InChI
 
  • 1/C16H20N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-5,8,10,13,15,17H,6-7,9H2,1-2H3/t10-,13+,15-/m1/s1
InChIKey VLMZMRDOMOGGFA-RIEGTJTDBP
性質
化學式 C16H20N2
摩爾質量 240.34 g·mol−1
外觀 白色粉末[1]
熔點 180—186 °C(453—459 K)[2]
192—194 °C(465—467 K)[1]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

  1. ^ 1.0 1.1 1.2 OSANAI, Kumi; YOKOYAMA, Yuusaku; KONDO, Kazuhiro; MURAKAMI, Yasuoki. Total Synthesis of Optically Active Costaclavine. Synthetic Studies of Indoles and Related Compounds. Part 48.. Chemical and Pharmaceutical Bulletin (Pharmaceutical Society of Japan). 1999, 47 (11): 1587–1590. ISSN 0009-2363. doi:10.1248/cpb.47.1587. 
  2. ^ Liu, Haichao; Zhang, Xiwu; Shan, Dong; Pitchakuntla, Mallesham; Ma, Yongfan; Jia, Yanxing. Total Syntheses of Festuclavine, Pyroclavine, Costaclavine, epi-Costaclavine, Pibocin A, 9-Deacetoxyfumigaclavine C, Fumigaclavine G, and Dihydrosetoclavine. Organic Letters (American Chemical Society (ACS)). 2017-06-08, 19 (12): 3323–3326. ISSN 1523-7060. doi:10.1021/acs.orglett.7b01504.