2-メルカプト-1-エタンスルホン酸

Mercaptoethanesulfonic acid

HCID 598CAS 3375-50-6

基本情報

標準SMILES
O=S(=O)(O)CCS
InChIKey
ZNEWHQLOPFWXOF-UHFFFAOYSA-N
分子式
C2H6O3S2
平均分子量
142.2 g/mol
単同位体質量
141.9758364

名称と識別子

優先名称
Mercaptoethanesulfonic acid
IUPAC
2-sulfanylethanesulfonic acid
現地名
2-メルカプト-1-エタンスルホン酸
英語名
2-Mercaptoethanesulfonic acid
分子式
C2H6O3S2
分子量
142.2

名称と別名

2-Mercaptoethanesulfonic acid3375-50-6coenzyme Mreduced coenzyme MMercaptoethanesulfonic acidHS-CoMreduced CoMbeta-Mercaptoethanesulfonic acid2-mercaptoethylsulfonate2-sulfanylethylsulfonate1-THIOETHANESULFONIC ACIDVHD28S0H7F
名称をさらに表示
β-メルカプトエタンスルホン酸還元補酵素M2-メルカプト-1-エタンスルホン酸2-メルカプトエタンスルホン酸2-メルカプトエタン-1-スルホン酸還元CoM2-メルカプトエタンスルホン酸 溶液補酵素M2-スルファニルエタン-1-スルホン酸ComC035762-MercaptoethanesulfonateMesna2-Mercaptoethanesulfonate
DTXSID8023264CHEBI:17905RefChem:925502DTXCID103264222-167-02-sulfanylethane-1-sulfonate2-sulfanylethanesulfonic acid2-Mercaptoethanesulphonic acid

データベース識別子

CAS
3375-50-6
PubChem CID
598
DTXSID
DTXSID8023264
ChEMBL
CHEMBL1098319
ChEBI
CHEBI:17905
UNII
VHD28S0H7F
EC Number
222-167-0
Nikkaji
J135.783B

物性

構造計算による物性

XLogP
-0.6
極性表面積
63.8 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
2
重原子数
7

実験および物理化学的性質

Physical Description · 2 件

Clear, colorless liquid.

Solid

物理化学的性質

比重(密度)
1.25 g/mL · 1.25 g/mL at 20 °C
溶解性
DMSO
外見
Powder
酸解離定数(Pka)
1 · pK1:;pK2:9.5(-1) (20°C)
色
Colorless to light yellow
BRN
1098878 · 1098878

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 100% (41 of 41) of all reports.

Not Classified;Reported as not meeting GHS hazard criteria by 41 of 41 companies. For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 41 of 41 reports by companies.;There are 0 notifications provided by 0 of 41 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

危険有害性情報

Hazards SummaryIntravenous LD50 (rat) = 1,800 mg/kg; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Pierce Biotechnology MSDS] See Methanesulfonic acid.
Hazard Classes and Categories · 2 件

Skin Corr. 1B (100%)

Not Classified

毒性情報

Adverse EffectsDermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Effects During Pregnancy and Lactation · 1 件

◉ Summary of Use during Lactation;No information is available on the clinical use of mesna during breastfeeding. Because it is used with toxic drugs such as ifosfamide, the manufacturer recommends to not breastfeed during treatment and for 1 week after the last dose of mesna or ifosfamide.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.

安全データ

F
10-23
wgk
2
ridadr
UN 3265 8/PG 3
risk_code
34
hazard_code
C
safety_code
26-27-36/37/39-45

化学と産業

薬理情報

ATC CodeV03AF01
Protein BindingTotal plasma mesna is 28% protein bound.
PharmacodynamicsMesna binds to and inactivates acrolein there by preventing or reducing bladder problems
Mechanism of Action · 1 件

A metabolite called acrolein is produced when ifosfamide and cyclophosphamide are metabolized. This metabolite concentrates in the bladder and causes cell death via upregulation of reactive oxygen species (ROS), and activates inducible nitric oxide synthase (iNOS) which leads to production of nitric oxide (NO). Both ROS and NO produce products which are detrimental to lipids, proteins and DNA strands. Furthermore, ROS stimulate gene expression of pro-inflammatory cytokines such as TNF-α AND IL-1β. Acrolein may also lead to ulceration of the bladder urothelium. Mesna protects against cyclophosphamide and ifosfamide induced hemorrhagic cystitis by binding to their toxic metabolites. Mesna is metabolized to dimesna and excreted by the kidneys. Glutathione dihydrogenase acts on the reabsorbed portion and produces free sulfhydryl groups. These free sulfhydryl groups bind acrolein in the bladder, allowing effective excretion and prevention of toxic effects. In addition, Mesna binds to and detoxifies a urotoxic ifosfamide metabolite called 4-hydroxy-ifosfamide.

Biological Half-LifeThe elimination half-life is 0.36 hours for mesna and 1.17 hours for dimesna.
Metabolism/MetabolitesMesna undergoes rapid oxidation to mesna disulfide (dimesna) which is its major metabolite.

上流・下流製品情報

上流原料

サプライヤー11 社

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Syntechem Co.,Ltd[email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
泰州市众致生物科技有限公司[email protected] 15066129350 · [email protected]

補足説明

定義ChEBI: An organosulfonic acid consisting of sulfonic acid having a 2-mercaptoethyl group attached to sulfur.

関連反応

5 件

関連ノート

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