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24697-74-3

24697-74-3 Structure

24697-74-3 Structure
IdentificationBack Directory
[Name]

Leonurine hydrochloride
[CAS]

24697-74-3
[Synonyms]

SCM-198
Leonurin
Leonurine
LEONURINE HCL
Leonurine (SCM-198)
leonurine hydrochloride
4-Guanidinobutyl syringate
4-Guanidino-1-butanol syringate
Leonurine hydrochloride USP/EP/BP
Leonurine Hydrochloride Monohydrate
Syringic acid ζ-guanidinobutyl ester
Leonurine 4-Guanidino-1-butanol syringate
4-Guanidinobutyl 4-hydroxy-3,5-diMethoxybenzoate
Leonurine, 98%, from Leonurus artemisia (Laur.) S. Y. Hu F
4-Hydroxy-3,5-dimethoxybenzoic acid 4-guanidinobutyl ester
4-(diaminomethylideneamino)butyl 4-hydroxy-3,5-dimethoxybenzoate
Benzoic acid, 4-hydroxy-3,5-dimethoxy-, 4-[(aminoiminomethyl)amino]butyl ester
4-(diaminomethylideneamino)butyl 4-hydroxy-3,5-dimethoxy-benzoate hydrochloride
3,5-Dimethoxy-4-hydroxy-benzoic acid (4-guanidino)-1-butyl ester Hydrochloride Monohydrate
[EINECS(EC#)]

683-174-6
[Molecular Formula]

C14H21N3O5
[MDL Number]

MFCD09839432
[MOL File]

24697-74-3.mol
[Molecular Weight]

311.33
Chemical PropertiesBack Directory
[Melting point ]

238 °C
[Boiling point ]

496.7±55.0 °C(Predicted)
[density ]

1.29±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMSO: soluble2mg/mL, clear (warmed)
[form ]

powder
[pka]

8.26±0.25(Predicted)
[color ]

white to beige
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[InChIKey]

WNGSUWLDMZFYNZ-UHFFFAOYSA-N
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-24/25
[WGK Germany ]

3
[HS Code ]

29399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Methyl-2-thiopseudourea sulfate-->Syringic acid-->Ethyl chloroformate-->4'-aminobutyl-4-hydroxy-3,5-dimethoxybenzoate
Hazard InformationBack Directory
[Description]

An amorphous alkaloid, leonurine has been obtained from the leaves of Leonurus sibiricus L. and is characterized as the crystalline hydrochloride hydra te, m.p. 19l-4°C. Hydrolysis yields syringic acid and Q-hydroxybutylguanidine. The total synthesis of the alkaloid has been achieved, confirming the above structure.
[Uses]

Leonurine is a pseudoalkaloid that has been isolated from Leonotis leonurus. A natural product with antioxidant, anti-inflammatory and cardioprotective properties for the treatment of wild variety of conditions including stroke, cerebral thrombosis and cardiovascular diseases.
[Definition]

ChEBI: Leonurine is a trihydroxybenzoic acid.
[storage]

Store at RT
[References]

Kubota, Nakajima., Nippon Yakubusugaku Zasshi., 163 (1930)
Goto et al., Tetrahedron Lett., 545 (1962)
Total synthesis:
Kishi et al., Tetrahedron Lett., 637 (1968)
Spectrum DetailBack Directory
[Spectrum Detail]

Leonurine hydrochloride(24697-74-3)1HNMR
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