Structure

Glaucine

CAS
475-81-0
Catalog Number
ACM475810
Category
Inhibitors
Molecular Weight
355.4
Molecular Formula
C21H25NO4

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Specification

Description
Glaucine (O,O-Dimethylisoboldine) is an alkaloid isolated from Glaucium flavum with antitussive, bronchodilation and anti-inflammatory properties. Glaucine is a selective and orally active phosphodiesterase 4 (PDE4) inhibitor with Kis of 3.4 µM in human bronchus and polymorphonuclear leukocytes. Glaucine is also a non-selective α-adrenoceptor antagonist, a Ca2+ entry blocker, and a weak dopamine D1 and D2 receptor antagonist. Glaucine has antioxidative and antiviral activities.
Synonyms
1,2,9,10-Tetramethoxy-6a-alpha-aporphine
InChI
InChI=1S/C21H25NO4/c1-22-7-6-12-9-18(25-4)21(26-5)20-14-11-17(24-3)16(23-2)10-13(14)8-15(22)19(12)20/h9-11,15H,6-8H2,1-5H3/t15-/m0/s1
InChI Key
RUZIUYOSRDWYQF-HNNXBMFYSA-N
Melting Point
246-247 °C
Active Content
95%
Complexity
489
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
1
Exact Mass
355.17835828
Heavy Atom Count
26
Hydrogen Bond Acceptor Count
5
Hydrogen Bond Donor Count
0
Isomeric SMILES
CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)OC)OC)OC
Monoisotopic Mass
355.17835828
Physical State
Powder
Rotatable Bond Count
4
Topological Polar Surface Area
40.2 Ų
What is the chemical formula of BOLDINE DIMETHYL ETHER?

The chemical formula of BOLDINE DIMETHYL ETHER is C21H25NO4.

What is the molecular weight of BOLDINE DIMETHYL ETHER?

The molecular weight of BOLDINE DIMETHYL ETHER is 355.43.

What is the melting point of BOLDINE DIMETHYL ETHER?

The melting point of BOLDINE DIMETHYL ETHER is 246-247°C.

What are the solubility properties of BOLDINE DIMETHYL ETHER?

BOLDINE DIMETHYL ETHER is slightly soluble in Chloroform and Methanol.

What are the uses of d-Glaucine?

d-Glaucine has bronchodilator and antiinflammatory effects, acting as a PDE4 inhibitor and calcium channel blocker, and is used medically as an antitussive.

Why is Glaucine categorized as an antitussive?

Glaucine is categorized as an antitussive because it has bronchodilator and antiinflammatory effects.

What are the storage conditions recommended for BOLDINE DIMETHYL ETHER?

The storage conditions recommended for BOLDINE DIMETHYL ETHER are -20°C Freezer, under an inert atmosphere.

What are some of the properties of BOLDINE DIMETHYL ETHER?

BOLDINE DIMETHYL ETHER is a solid with a pale beige color, and has a density of 1.166±0.06 g/cm3.

What is the chemical structure of (S)-glaucine?

(S)-glaucine is an aporphine alkaloid that is (S)-1,2,9,10-tetrahydroxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline in which the four phenolic hydrogens have been replaced by methyl groups.

In what ways is (S)-glaucine used medically?

(S)-glaucine is used medically as a platelet aggregation inhibitor, a NF-kappaB inhibitor, an antibacterial agent, a muscle relaxant, an antineoplastic agent, and as an antitussive.

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