(11R,26R)-4,5,19,20-Tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.2~13,16~.1~3,7~.1~18,22~.0~11,36~.0~26,33~]hexatriaconta-1(30),3(36),4,6,13,15,18(33),19,21,28,31,34-dodecaene

Basic Information

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CAS Number

518-94-5

Molecular Formula

C38H42N2O6

Molecular Weight

622.76 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Boiling Point

691.6°Cat760mmHg

Density

1.1720

Flash Point

169.8°C

Refractive Index

1.585

SMILES

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CN1CCC2=CC(=C(C3=C2C1CC4=CC=C(C=C4)OC5=C6C(CC7=CC=C(O3)C=C7)N(CCC6=CC(=C5OC)OC)C)OC)OC

InChI

InChI=1S/C38H42N2O6/c1-39-17-15-25-21-31(41-3)35(43-5)37-33(25)29(39)19-23-7-11-28(12-8-23)46-38-34-26(22-32(42-4)36(38)44-6)16-18-40(2)30(34)20-24-9-13-27(45-37)14-10-24/h7-14,21-22,29-30H,15-20H2,1-6H3/t29-,30-/m1/s1

InChIKey

ANOXEUSGZWSCQL-LOYHVIPDSA-N

LogP

7.162400000000009

Topological Polar Surface Area

61.860000000000014 Å²

Hydrogen Bond Donor/Acceptor

0 / 8

Complexity

895

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

518-94-5
BDBM85446
Cycleanine (R,R)
Q15410908
Isocycleanine
8,11:20,23-Dietheno-1H,12H-(1,10)dioxacyclooctadecino(2,3,4-ij:11,12,13-i'j')diisoquinoline, 2,3,12a,13,14,15,24,24a-octahydro-1,13-dimethyl-5,6,17,18-tetramethoxy-, (12aR-(12aR*,24aR*))-
DTXSID40199740
Cycleanin
CYCLEANINE [WHO-DD]
UNII-BN8R5T4KQ9
AKOS037514606
O,O-Dimethylisochondodendrin
(-)-Cycleanine
HY-N2005
Dimethylisochondodendrine
(12AR,24AR)-2,3,12A,13,14,15,24,24A-OCTAHYDRO-5,6,17,18-TETRAMETHOXY-1,13-DIMETHYL-8,11:20,23-DIETHENO-1H,12H-(1,10)DIOXACYCLOOCTADECINO(2,3,4-IJ:11,12,13-I'J')DIISOQUINOLINE
MS-30801
Q-100582
O,O-Dimethylisochondrodendrine
BN8R5T4KQ9
O-Methylnorcycleanine
Cycleanine
CS-0018325
8,11:20,23-DIETHENO-1H,12H-(1,10)DIOXACYCLOOCTADECINO(2,3,4-IJ:11,12,13-I'J')DIISOQUINOLINE, 2,3,12A,13,14,15,24,24A-OCTAHYDRO-5,6,17,18-TETRAMETHOXY-1,13-DIMETHYL-, (12AR,24AR)-
(11R,26R)-4,5,19,20-tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.213,16.13,7.118,22.011,36.026,33]hexatriaconta-1(31),3(36),4,6,13,15,18(33),19,21,28(32),29,34-dodecaene
CHEMBL443389
Cycleanine + other alkaloids
CHEBI:81051
C17387
SCHEMBL21974
8,11:20,23-Dietheno-1H,12H-[1,10]dioxacyclooctadecino[2,3,4-ij:11,12,13-i'j']diisoquinoline,2,3,12a,13,14,15,24,24a-octahydro-5,6,17,18-tetramethoxy-1,13-dimethyl-,(12aR,24aR)-

MDL Number

MFCD00238567

FAQ

What are the physical and chemical properties of (11R,26R)-4,5,19,20-Tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.2~13,16~.1~3,7~.1~18,22~.0~11,36~.0~26,33~]hexatriaconta-1(30),3(36),4,6,13,15,18(33),19,21,28,31,34-dodecaene (CAS: 518-94-5)?

This compound is a complex cyclic polyol with a high molecular weight. It crystallizes in an unknown form. Its molecular weight is approximately 964.4 g/mol. Due to its high polarity and methoxy substituents, it is moderately soluble in polar organic solvents like methanol and ethanol. Reactivity is low, but it can undergo hydrolysis under basic conditions. It may also undergo ring-opening reactions under certain conditions.

How is (11R,26R)-4,5,19,20-Tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.2~13,16~.1~3,7~.1~18,22~.0~11,36~.0~26,33~]hexatriaconta-1(30),3(36),4,6,13,15,18(33),19,21,28,31,34-dodecaene (CAS: 518-94-5) typically synthesized?

Synthesis of this compound involves multi-step reactions including ring closure, methylation, and methoxylation. Commonly, a starting material undergoes ring formation via a Diels-Alder reaction, followed by selective methylation and methoxylation steps. The use of Lewis acids and organometallic reagents is typical in this process, yielding the target compound with high selectivity and good yield.

What industries use (11R,26R)-4,5,19,20-Tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.2~13,16~.1~3,7~.1~18,22~.0~11,36~.0~26,33~]hexatriaconta-1(30),3(36),4,6,13,15,18(33),19,21,28,31,34-dodecaene (CAS: 518-94-5)?

This compound finds applications in pharmaceuticals for its potential as a drug intermediate. It may also be used in the synthesis of polymer additives, where its hydrophilic nature can enhance the properties of polymers. Additionally, it could be used in the development of new sensors due to its functional groups, and in the field of semiconductors for its potential in organic electronics.

What precautions should be taken when handling (11R,26R)-4,5,19,20-Tetramethoxy-10,25-dimethyl-2,17-dioxa-10,25-diazaheptacyclo[26.2.2.2~13,16~.1~3,7~.1~18,22~.0~11,36~.0~26,33~]hexatriaconta-1(30),3(36),4,6,13,15,18(33),19,21,28,31,34-dodecaene (CAS: 518-94-5)?

Proper personal protective equipment (PPE) such as gloves, goggles, and lab coat should be worn at all times. It should be handled in a fume hood to minimize inhalation risks. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information. Ensure proper ventilation and avoid direct contact with skin and eyes.