549-92-8

Basic information

• Product Name: SEMPERVIRINE NITRATE
• Synonyms: SEMPERVIRINE NITRATE;sempervirine;SEMPERVIRINE NITRATE WITH HPLC;1,2,3,4-tetrahydroisoquinolino[3,2-a]$b-carboline
• CAS NO: 549-92-8
• Molecular Formula: C19H13N3O3
• Molecular Weight: 331.32
• Product Categories: Alkaloids
• Mol File: 549-92-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 271°C
• Boiling Point: 591.6°Cat760mmHg
• Flash Point: 311.6°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 5.7E-14mmHg at 25°C
• Refractive Index: 1.73
• CAS DataBase Reference: SEMPERVIRINE NITRATE(CAS DataBase Reference)
• NIST Chemistry Reference: SEMPERVIRINE NITRATE(549-92-8)
• EPA Substance Registry System: SEMPERVIRINE NITRATE(549-92-8)

Safety Data

• Statements: 23/24/25
• Safety Statements: 22-36/37/39
• Hazardous Substances Data: 549-92-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H16N2/c1-2-6-14-12-21-10-9-16-15-7-3-4-8-17(15)20-19(16)18(21)11-13(14)5-1/h3-4,7-12H,1-2,5-6H2

Upstream product

• 110489-40-2 20α-yohimban; hydrochloride 
• 117966-27-5 13-Benzenesulfonyl-8-hydroxy-2,3,4,7,8,13-hexahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-6-ylium; bromide 
• 2435-53-2 o-tetrachloroquinone 
• 61-54-1 tryptamine 
• 18335-58-5 trans-2,3-tetramethylene-δ-valerolactone 
• 117966-20-8 1-phenylsulfonyl-2-(5,6,7,8-tetrahydroisoquinolin-3-yl)-1H-indole 
• 117966-26-4 3-(1-(phenylsulfonyl)indol-2-yl)-1-methansulfonyl-5,6,7,8-tetrahydroisoquinoline 
• 26862-60-2 3-(indol-2-yl)-5,6,7,8-tetrahydroisoquinoline 
• 17350-51-5 9H-2-Ethoxycarbonylmethyl-1-methylpyrido<3,4-b>indolium bromide 
• 765-87-7 cyclohexane-1,2-dione 

Downstream Products

• 525-15-5 Yobyrin 
• 574-60-7 3-(3-Ethylindol-2-yl)-5,6,7,8-tetrahydroisoquinoline 
• 69349-93-5 (+/-)-alloyahimbane 
• 483-25-0 dl-Epialloyohimbane 
• 17994-15-9 sempervirine nitrate 

Relevant articles and documents

Koumine, Humantenine, and Yohimbane Alkaloids from Gelsemium elegans

Nine new alkaloids of the koumine (1-4), humantenine (5-7), and yohimbane (8, 9) types as well as 12 known analogues were isolated from the leaves and vine stems of Gelsemium elegans. Compound 1 is the first N-4-demethyl alkaloid of the koumine type, compound 7 is the first nor-humantenine alkaloid, and compounds 8 and 9 are the first N-1-oxide and the first seco-E-ring alkaloids, respectively, of the yohimbane type. Compounds 1 and 7 exhibited moderate cytotoxicity against five human tumor cell lines with IC50 values in the range 4.6-9.3 μM. (Figure Presented)

Synthesis of Sempervirine, a Pentacyclic Anhydronium Indole Alkaloid

Sempervirine (2,3,4,13-tetrahydro-1H-benz[g]indolo[2,3-a]quinolizin-6-ium, 1) the pentacyclic anhydronium indole alkaloid of Gelsemium sempervirens Ait. f. (Loganiaceae), has been synthesized in three steps from hexahydroisochroman-3-one(6) and N-2-(3-ind