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2-メチルグアニジン

Methylguanidine

HCID 10111
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
471-29-4
標準SMILES
CN=C(N)N
InChIKey
CHJJGSNFBQVOTG-UHFFFAOYSA-N
分子式
C2H7N3
平均分子量
73.1 g/mol
単同位体質量
73.06399724

概要

Methylguanidine is a guanidine in which one of the amino hydrogens of guanidine itself is substituted by a methyl group. It has a role as a metabolite, an EC 1.14.13.39 (nitric oxide synthase) inhibitor and a uremic toxin. It is a conjugate base of a methylguanidinium.

名称と識別子

優先名称
Methylguanidine
IUPAC
2-methylguanidine
現地名
2-メチルグアニジン
英語名
methylguanidine
分子式
C2H7N3
分子量
73.1

名称と別名

METHYLGUANIDINE1-methylguanidineN-Methylguanidine471-29-4MethylguanidinGuanidine, methyl-2-methylguanidineMonomethylguanidineMonomethyl guanidinN1-Methylguanidine5L0H5Q9VAGDTXSID4020872
名称をさらに表示
メチルグアニジンN''-メチルグアニジンN-メチルグアニジンN-メチルジアミノメタンイミン2-メチルグアニジンGuanidine, N-methyl-
CHEBI:16628RefChem:925795DTXCID80872207-438-3N-Methylguanidine-d3MGXMethylguanidin [German]Monomethyl guanidin [German]

データベース識別子

CAS
471-29-4
PubChem CID
10111
DTXSID
DTXSID4020872
ChEBI
CHEBI:16628
UNII
5L0H5Q9VAG
EC Number
207-438-3
Nikkaji
J403K

物性

構造計算による物性

XLogP
-1.3
極性表面積
64.4 Ų
水素結合供与体数
2
水素結合受容体数
1
回転可能結合数
0
重原子数
5
形式電荷
0
複雑度
42.9

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
Solubility1.78 mg/mL
Vapor Pressure3.28 [mmHg]
Physical Description · 2 件

Colorless deliquescent solid; [Merck Index]

Solid

物理化学的性質

融点
180 · 180-200℃
沸点
96 ℃ · 96℃
比重(密度)
1.19 · 1.19
屈折率
1.5 · 1.5000 (estimate)
闪点
12 ℃ · 12℃
酸解離定数(Pka)
14.05 · 14.05±0.70(Predicted)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

危険有害性情報

Hazards SummaryCauses other liver changes, multiple enzyme effects, and effects on inflammation in acute intraperitoneal studies of rats; [RTECS] See Guanidine.

毒性情報

TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary · 1 件

Uremic toxins such as methylguanidine are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869).

Signs and Symptoms · 1 件

As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present.

化学と産業

薬理情報

Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
Tissue LocationsBrain
Cellular LocationsCytoplasm

用途と製造

Uses · 2 件

Produced during putrefaction; [Merck Index]

Naturally produced by the body (endogenous).

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

上流・下流製品情報

下流製品

N,N-ジメチルカルバミド酸2-ジメチルアミノ-5,6-ジメチルピリミジン-4-イル5-Pyrimidinecarbonitrile, 4-amino-2-methylamino- (6CI)

サプライヤー13 社

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Moxin Chemicals+86-17320513646 +86-17320513646 · [email protected]

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

毒性
MLD in rats (mg/kg): 250 s.c. (Alles); LD in frogs, mice (mg/kg): 170-190, 550-600 s.c. (Fühner)
上海源叶生物科技有限公司
18916372613 · [email protected]
上海研易宝医药科技有限公司13661744693 · [email protected]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
湖北摩科化学有限公司18627753421; 18627756402 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
湖北拓邦化工有限公司027-59106185 13986192185 · [email protected]
上海迈瑞尔生化科技有限公司18621169109 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 17389186172 · [email protected]
上海亿徽生化科技有限公司17301829151 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
山东富创医药科技有限公司[email protected]

補足説明

定義ChEBI: A guanidine in which one of the amino hydrogens of guanidine itself is substituted by a methyl group.