Guanadrel

Base Information

• Chemical Name: Guanadrel
• CAS No.: 40580-59-4
• Molecular Formula: C10H19N3O2
• Molecular Weight: 213.2768
• UNII: 765C9332T4
• DSSTox Substance ID: DTXSID2048533
• Nikkaji Number: J16.514J
• Wikipedia: Guanadrel
• Wikidata: Q5613557
• NCI Thesaurus Code: C65827
• Pharos Ligand ID: 8V83VFJRWXTM
• Metabolomics Workbench ID: 42628
• ChEMBL ID: CHEMBL1037
• Mol file: 40580-59-4.mol

Synonyms:guanadrel;guanadrel sulfate;Hylorel

Chemical Property of Guanadrel

Chemical Property:

• Vapor Pressure: 3.2E-06mmHg at 25°C
• Melting Point: 213.5-215oC
• Boiling Point: 387.9°Cat760mmHg
• Flash Point: 188.4°C
• PSA: 80.36000
• Density: 1.39g/cm³
• LogP: 1.73620
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.147726857
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

95-99% ^*data from raw suppliers

GUANADREL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OCC(O2)CN=C(N)N
• Description: Guanadrel is an adrenergic neuron blocker used for essential hypertension. Its mechanism of action and side effects are similar to those of guanethidine.
• Uses: Antihypertensive. Guanadrel is an adrenergic neuron blocker used for essential hypertension. The mechanism of action and side effects are similar to guanethidine. It is used for treating hypertension in patients who do not respond to thiazide diuretics. It can be used as an adjuvant drug in thiazide treatment for reaching an optimal level of blood pressure. It is used to treat hypertension in patients who do not adequately respond to thiazide diuretics. It can be used as an adjuvant in thiazide treatment for reaching an optimal level of blood pressure.
• Therapeutic Function: Antihypertensive

Technology Process of Guanadrel

There total 6 articles about Guanadrel which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-(1,4-Dioxaspiro[4,5]dec-2-ylmethyl)-N',N''-bis(benzyloxycarbonyl)guanidine (247226-18-2) → Guanadrel (40580-59-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; for 3h; under 2585.74 Torr;

DOI:10.1055/s-1999-3653

Reference yield:

1,4-Dioxaspiro[4,5]dec-2-ylmethanamine (45982-66-9) → Guanadrel (40580-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: NH₄Cl; NH₄OH

With ammonium hydroxide; ammonium chloride; triethylamine;

DOI:10.1016/S0960-894X(01)00456-5

Reference yield:

N-(1,4-dioxaspiro[4,5]dec-2-ylmethyl)acetamide (247226-17-1) → Guanadrel (40580-59-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂NH₂

2: Et₃N

3: NH₄Cl; NH₄OH

With ammonium hydroxide; ammonium chloride; triethylamine; hydrazine;

DOI:10.1016/S0960-894X(01)00456-5

upstream raw materials:

N-(1,4-Dioxaspiro[4,5]dec-2-ylmethyl)-N',N''-bis(benzyloxycarbonyl)guanidine

1,4-dioxa-spiro[4.5]dec-2-ylmethyl-cyanamide

1,4-Dioxaspiro[4,5]dec-2-ylmethanamine

N-(1,4-dioxaspiro[4,5]dec-2-ylmethyl)acetamide

Refernces

• 1、 Xian, Ming,Li, Xiaopeng,Tang, Xiaoping,Chen, Xinchao,Zheng, Zhongling,Galligan, James J,Kreulen, David L,Wang, Peng G. "N-Hydroxyl derivatives of guanidine based drugs as enzymatic NO donors". . p. 2377 - 2380. Retrieved 2007/10/03.