(S)-6,7-Dimethoxy-3-((R)-4-Methoxy-6-Methyl-5,6,7,8-Tetrahydro-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)Isobenzofuran-1(3H)-One (S)-6,7-二甲氧基-3-((R)-4-甲氧基-6-甲基-5,6,7,8-四氢-[1,3]二氧杂环[4,5-g]异喹啉-5-基)异苯并呋喃-1(3H)-酮

CAS 128-62-1 MFCD00069316

化学结构图

128-62-1
SMILES: COc1ccc2c(c1OC)C(=O)O[C@@H]2[C@H]1c2c(cc3c(c2OC)OCO3)CCN1C

化学属性

Mol. FormulaC₂₂H₂₃NO₇
Mol. Weight413.43
Melting Point174 - 176°C
Boiling Point

别名和识别编码

Chemical Name(S)-6,7-Dimethoxy-3-((R)-4-Methoxy-6-Methyl-5,6,7,8-Tetrahydro-[1,3]Dioxolo[4,5-G]Isoquinolin-5-Yl)Isobenzofuran-1(3H)-One
CAS Number128-62-1
Synonym (-)-?-Narcotine (-)-Narcotine (-)-α-Narcotine (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone (S,R)-Noscapine (S,R)-诺司卡品 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [S-(R*,S*)]- 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)- 1-α-Narcotine 6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isochinolin-5-yl)-1(3H)-isobenzofuranon, (S-(R*,S*))- ?-Narcotine Capval Coscopin Coscotabs Gnoscopin Hederix (free base) Key-Tusscapine L-alpha-Noscapine L-α-Noscapine Longactin Noscapi
MDL NumberMFCD00069316
PubChem Substance ID275196
EC Number204-899-2
Chemical Name Translation(S)-6,7-二甲氧基-3-((R)-4-甲氧基-6-甲基-5,6,7,8-四氢-[1,3]二氧杂环[4,5-g]异喹啉-5-基)异苯并呋喃-1(3H)-酮
Wiswesser Line NotationT C566 DO FO KN EH&&TJ HO1 K1 J- DT56 BVO DHJ HO1 IO1
InChIInChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
LabNetwork Molecule IDLN00244364
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分类

  • Pharmaceuticals
  • {uni_hamburg} no charge; oxygen heterocycle; nitrogen heterocycle; carbocycle; aromatic; alicycle; large ring; fused rings; 5ring; 6ring; 9ring; 10ring; 13ring; ester; lactone; ether; chiral; 1fragment
  • Intermediates & Fine Chemicals,
  • {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Complex Molecules

产品应用

  • Antitussive.

相关文献及参考

  • [2]. Yunfan Yang, et al. CYLD Regulates Noscapine Activity in Acute Lymphoblastic Leukemia via a Microtubule-Dependent Mechanism. Theranostics. 2015 Mar 2;5(7):656-66.
  • [3]. Vartika Tomar, et al. Noscapine and Its Analogs as Chemotherapeutic Agent: Current Updates. Curr Top Med Chem. 2017;17(2):174-188.
  • [4]. Bianca Lokhorst, et al. Interaction of OTC Drug Noscapine and Acenocoumarol and Phenprocoumon. Br J Clin Pharmacol. 2019 May;85(5):1041-1043.
  • [5]. S A Ebrahimi, et al. Interaction of Noscapine With the Bradykinin Mediation of the Cough Response. Acta Physiol Hung. 2003;90(2):147-55.
  • Al-Yahya, M.A., et al.: Anal. Profiles Drug Subs., 11, 407 (1982),
  • Dhalstroem, B., et al.: Eur. J. Clin. Pharmacol., 22, 535 (1982),
  • Short: EINECS Title: EINECS (European Inventory of Existing Commercial Chemical Substances) Source: Official Journal of the European Communities Volume: C 146 A (15.06
  • Short: III/10b Title: St

安全信息

WGK Germany3
GHS Symbol
Hazard statements
  • H302 Harmful if swallowed 吞食有害
RTECSRD2625000
Signal word Warning
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xn
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
Safety Statements
Precautionary statements 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 960 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YAKUD5 Gekkan Yakuji.  Pharmaceuticals Monthly.  (Yakugyo Jihosha, Inaoka
   Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan)  V.1-   1959-
   Volume(issue)/page/year: 24,2331,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 853 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YAKUD5 Gekkan Yakuji.  Pharmaceuticals Monthly.  (Yakugyo Jihosha, Inaoka
   Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan)  V.1-   1959-
   Volume(issue)/page/year: 24,2331,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1520 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YAKUD5 Gekkan Yakuji.  Pharmaceuticals Monthly.  (Yakugyo Jihosha, Inaoka
   Bldg., 2-36 Jinbo-cho, Kanda, Chiyoda-ku, Tokyo 101, Japan)  V.1-   1959-
   Volume(issue)/page/year: 24,2331,1982

Storage condition -20

系列性分类

  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Complex Molecules - Chiral Building Blocks
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Complex Molecules - Chiral Building Blocks
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Opioid Receptor  (阿片受体)

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