1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium, also known as Alkaloid PO-3, is an aporphinoid isoquinoline alkaloid synthesized via an intermolecular benzyne cycloaddition (IBC) approach. This method enables efficient and selective construction of the aporphinoid scaffold, yielding compounds like PO-3 without ring-D substituents in high selectivity and moderate yields (up to 50%). The IBC strategy highlights the versatility of using benzyne precursors, such as benzenediazonium-2-carboxylates, to access structurally complex alkaloids with potential pharmacological relevance.

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Basic information
1. Product Name: 1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium
2. Synonyms: 1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium;Alkaloid PO-3
3. CAS NO:27699-47-4
4. Molecular Formula:
5. Molecular Weight: 0
6. EINECS: N/A
7. Product Categories: N/A
8. Mol File: 27699-47-4.mol
Chemical Properties
1. Melting Point: N/A
2. Boiling Point: N/A
3. Flash Point: N/A
4. Appearance: /
5. Density: N/A
6. Refractive Index: N/A
7. Storage Temp.: N/A
8. Solubility: N/A
9. CAS DataBase Reference: 1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium(CAS DataBase Reference)
10. NIST Chemistry Reference: 1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium(27699-47-4)
11. EPA Substance Registry System: 1-Hydroxy-2,11-dimethoxy-6-methyl-7-oxo-7H-dibenzo[de,g]quinolin-6-ium(27699-47-4)
Safety Data
1. Hazard Codes: N/A
2. Statements: N/A
3. Safety Statements: N/A
4. WGK Germany:
5. RTECS:
6. HazardClass: N/A
7. PackingGroup: N/A
8. Hazardous Substances Data: 27699-47-4(Hazardous Substances Data)

27699-47-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 27699-47-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,6,9 and 9 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 27699-47:
(7*2)+(6*7)+(5*6)+(4*9)+(3*9)+(2*4)+(1*7)=164
164 % 10 = 4
So 27699-47-4 is a valid CAS Registry Number.

27699-47-4Upstream product

27699-47-4Downstream Products

27699-47-4Relevant articles and documents

Intermolecular Benzyne Cycloaddition Approach to Aporphinoids. Total Syntheses of Norcepharadione B, Cepharadione B, Dehydroanonaine, Duguenaine, Dehydronornuciferine, Pontevedrine, O-Methylatheroline, Lysicamine, and Alkaloid PO-3

Atanes, N.,Castedo, L.,Guitian, E.,Saa, C.,Saa, J. M.,Suau, R.

, p. 2984 - 2988 (2007/10/02)

We describe a useful novel approach to the synthesis of aporphinoids, including dehydroaporphines, aristolactams, 4,5-dioxoaporphines, and 7-oxoaporphines, by means of intermolecular benzyne cycloaddition (IBC).Specifically, we report the total synthesis of the isoquinoline alkaloids norcepharadione B, cepharadione B, dehydroanonaine, deguenaine, dehydronornuciferine, pontevedrine, O-methylatheroline, lysicamine, and alkaloid PO-3.

THE INTERMOLECULAR BENZYNE CYCLOADDITION APPROACH TO DEHYDRONORAPORPHINES AND OXOAPORPHINES. TOTAL SYNTHESIS OF PO-3

Saa, Carlos,Guitian, Enrique,Castedo, Luis,Saa, Jose M.

, p. 4559 - 4560 (2007/10/02)

The synthesis of dehydronoraporphines and oxoaporphines has been achieved by means of the convergent and highly regioselective intermolecular benzyne cycloaddition approach.The first total synthesis of the quaternary oxoaporphine PO-3 is described.

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27699-47-4