guanidine

• ChemBase编号: 418
• 分子式: CH5N3
• 平均质量: 59.0705
• 单一同位素质量: 59.04834718
• SMILES: NC(=N)N
• Canonical SMILES: NC(=N)N
• InChI: InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)
• InChIKey: ZRALSGWEFCBTJO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: guanidine
• IUPAC传统名: guanidine
• 商标名: Guanidine hydrochloride
• 别名: Aminomethanamidine; Carbamamidine; Carbamidine; Guanidin; Guanidine Hydrochloride; Guanidinium Chloride; Guanidinium Sulfate; Imidourea; Iminourea; Guanidine

登记号

• CAS号: 113-00-8
• EC号: 204-021-8
• Beilstein号: 506044
• PubChem SID: 46507543; 160963881
• PubChem CID: 3520
• CHEBI ID: 42820
• CHEMBL: 821
• Chemspider ID: 3400
• DrugBank ID: DB00536
• Gmelin ID: 100679
• 医学主题词(MeSH): Guanidine
• 美国药典/FDA物质标识码: JU58VJ6Y3B
• 维基百科标题: Guanidine

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -3.6522877
• LogD (pH = 7.4): -3.6514976
• Log P: -1.236839
• 摩尔折射率: 25.8588 cm^3
• 极化性: 5.61125 Å^3
• 极化表面积: 75.89 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.92
• LOG S: -0.71
• 溶解度: 1.15e+01 g/l

分子性质

理化性质

• 溶解度: 500 mg/mL (HCl salt)
• 熔点: 50°C
• 分配系数: -1.251
• 疏水性(logP): -0.6
• 标准摩尔燃烧焓 (ΔcH^o298): -1.0511–-1.0531 MJ mol^-1
• 标准摩尔生成焓 (ΔfH^o298): -57–-55 kJ mol^-1

安全信息

• 半数致死量: 475 mg kg^-1 (oral, rat)

药理学性质

• 半衰期: 7–8 hours

详细说明

DrugBank - DB00536

• Drug Groups: approved
• Description: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC. [PubChem]
• Indication: For the reduction of the symptoms of muscle weakness and easy fatigability associated with the myasthenic syndrome of Eaton-Lambert. It is not indicated for treating myasthenia gravis.
• Pharmacology: Guanidine apparently acts by enhancing the release of acetylcholine following a nerve impulse. It also appears to slow the rates of depolarization and repolarization of muscle cell membranes.
• Toxicity: LD₅₀ = 475 mg/kg (oral, rat). Can cause severe gastrointestinal symptoms (nausea, vomiting and diarrhea), bone marrow suppression, renal insufficiency and other hematologic abnormalities (anemia, leucopenia). Severe guanidine intoxication is characterized by nervous hyperirritability, fibrillary tremors and convulsive contractions of muscle, salivation, vomiting, diarrhea, hypoglycemia, and circulatory disturbances.
• Affected Organisms: Humans and other mammals
• Biotransformation: Not metabolized.
• Absorption: Rapidly absorbed and distributed
• Half Life: 7-8 hours
• External Links: Wikipedia; Drugs.com