2-{1,4-dioxaspiro[4.5]decan-2-ylmethyl}guanidine

• ChemBase ID: 111
• Molecular Formular: C10H19N3O2
• Molecular Mass: 213.27676
• Monoisotopic Mass: 213.14772686
• SMILES: O1C2(OCC1CN=C(N)N)CCCCC2
• Canonical SMILES: NC(=NCC1COC2(O1)CCCCC2)N
• InChI: InChI=1S/C10H19N3O2/c11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10/h8H,1-7H2,(H4,11,12,13)
• InChIKey: HPBNRIOWIXYZFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1,4-dioxaspiro[4.5]decan-2-ylmethyl}guanidine
• IUPAC Traditional name: guanadrel sulfate
• Brand Name: Hylorel; Guanadrel
• Synonyms: Guanadrelum [INN-Latin]; Guanadrel Sulfate

Database IDs

• CAS Number: 22195-34-2
• PubChem SID: 46506457; 160963574
• PubChem CID: 38521

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.85249
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.7920351
• LogD (pH = 7.4): -1.791258
• Log P: 0.62341374
• Molar Refractivity: 56.5388 cm^3
• Polarizability: 22.110472 Å^3
• Polar Surface Area: 82.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.03
• LOG S: -2.04
• Solubility (Water): 1.93e+00 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.6

DETAILS

DrugBank - DB00226

• Drug Groups: approved
• Description: Guanadrel is a postganglionic adrenergic blocking agent. Uptake of guanadrel and storage in sympathetic neurons occurs via the norepinephrine pump or transporter.
• Indication: Used to treat and control hypertension.
• Pharmacology: High blood pressure adds to the work load of the heart and arteries. If it continues for a long time, the heart and arteries may not function properly. This can damage the blood vessels of the brain, heart, and kidneys resulting in a stroke, heart failure, or kidney failure. High blood pressure may also increase the risk of heart attacks. These problems may be less likely to occur if blood pressure is controlled. Guanadrel works by controlling nerve impulses along certain nerve pathways. As a result, it relaxes the blood vessels so that blood passes through them more easily. This helps to lower blood pressure.
• Toxicity: Side effects include dizziness, drowsiness, headache, constipation, diarrhea, gas pains, loss of appetite, fatigue, and nasal congestion.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily hepatic
• Absorption: Rapidly and readily absorbed from the gastrointestinal tract.
• Half Life: 10 hours
• Protein Binding: Low, approximately 20%
• External Links: Drugs.com