Aganodine
- CAS No.
- 86696-87-9
- Chemical Name:
- Aganodine
- Synonyms
- Aganodin;Aganodine;Guanidine, N-(4,7-dichloro-1,3-dihydro-2H-isoindol-2-yl)-
- CBNumber:
- CB41116865
- Molecular Formula:
- C9H10Cl2N4
- Molecular Weight:
- 245.112
- MDL Number:
- MFCD00864139
- MOL File:
- 86696-87-9.mol
- MSDS File:
- SDS
| FDA UNII | 670P9AQR46 |
|---|
Aganodine Chemical Properties,Uses,Production
Originator
Aganodine ,ZYF Pharm Chemical
Uses
Aganodine is a guanidine that activates presynaptic imidazoline receptors and can inhibit electrically evoked [3H]-norepinephrine release[1][2][3].
Manufacturing Process
The solution of 3,6-dichlorophthalic anhydride in 300 ml of N,Ndimethylformamide
are heated to the boiling point over 15 min with tbutylcarbazate.
Subsequent to evaporation of the solvent, N-(tbutyloxycarbonylamino)-
3,6-dichlorophthalimide is obtained from ethanol.
The solution of N-(t-butyloxycarbonylamino)-3,6-dichlorophthalimide in 400 ml
of absolute tetrahydrofuran are slowly dripped into a suspension of aluminum
lithium hydride in absolute tetrahydrofuran. The mixture is heated to the
boiling point. Conventional processing yields N-(t-butyloxycarbonylamino)-4,7-
dichloroisoindoline.
N-(t-Butyloxycarbonylamino)-4,7-dichloroisoindoline are introduced into
concentrated hydrochloric acid and stirred at room temperature. The
hydrochloride of 2-amino-4,7-dichloroisoindoline precipitates in the form of
crystals is obtained, melting point 230°-232°C.
2-Amino-4,7-dichloroisoindoline hydrochloride and cyanamide are heated over
2 h to the boiling point in n-amyl alcohol. The solvent is evaporated off and
the residue recrystallized from isopropyl alcohol and ethyl ether, yielding the
(4,7-dichloroisoindolin-2-yl)guanidine in the form of hydrochloride, melting
point 235°-237°C.
To obtained the base (4,7-dichloroisoindolin-2-yl)guanidine the salt (4,7-
dichloroisoindolin-2-yl)guanidine hydrochloride is treated with sodium
bicarbonicum.
Therapeutic Function
Antihypertensive
References
[1] Molderings G J, et al. Presynaptic imidazoline receptors and non‐adrenoceptor [3H]‐idazoxan binding sites in human cardiovascular tissues[J]. British journal of pharmacology, 1997, 122(1): 43-50.
[2] Gthert M, et al. α2‐Adrenoceptor‐independent inhibition by imidazolines and guanidines of noradrenaline release from peripheral, but not central noradrenergic neurons[J]. Annals of the New York Academy of Sciences, 1995, 763(1): 405-419.
[3] Schlicker E, et al. Effects of imidazolines in noradrenaline release in brain: An investigation into their relationship to imidazoline, α2 and H3 receptors[J]. Neurochemistry international, 1997, 30(1): 73-83. DOI:10.1016/s0197-0186(96)00045-9
Aganodine Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
Aganodine Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29874 | 58 |
| TargetMol Chemicals Inc. | 13564774135 | marketing@targetmol.com | United States | 19950 | 58 |
| Supplier | Advantage |
|---|---|
| TargetMol Chemicals Inc. | 58 |
| TargetMol Chemicals Inc. | 58 |
| TargetMol Chemicals Inc. | 58 |
