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M6045

Sigma-Aldrich

2-Methyl-4-isothiazolin-3-one hydrochloride

≥99%

Synonym(s):

MIT hydrochloride, Methylisothiazolinone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C4H5NOS · HCl
CAS Number:
26172-54-3
Molecular Weight:
151.61
Beilstein/REAXYS Number:
3993054
EC Number:
247-499-3
MDL number:
MFCD06804636
UNSPSC Code:
51102829
PubChem Substance ID:
24897073
NACRES:
NA.76

Key Documents

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biological source

synthetic

Quality Level

200

assay

≥99%

form

powder

concentration

≤ 100%

technique(s)

cell culture | mammalian: suitable

color

white to beige

mp

165—170 °C ((329 - 338 °F) at ca.990.4 hPa)

solubility

water: soluble 10.0 — 10.4 mg/mL, clear, colorless to faint yellow or tan

suitability

suitable for component for culture media

application(s)

microbiology

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

Cl[H].CN1SC=CC1=O

InChI

1S/C4H5NOS.ClH/c1-5-4(6)2-3-7-5;/h2-3H,1H3;1H

InChI key

SJXPQSRCFCPWQQ-UHFFFAOYSA-N

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General description

2-Methyl-4-isothiazolin-3-one hydrochloride (MIT HCl) is a derivative of the synthetic isothiazolinone.

Application

Methylisothiazolinone (MIT HCl) has been used:


  • as a cytotoxic substance to investigate its effect on bronchial epithelial cells (BEAS-2B cells) and its role in apoptotic cell death
  • to study the effects of tyrosine phosphorylation on focal adhesion kinase (FAK) activity in the development of neural axons and dendrites

Biochem/physiol Actions

2-Methyl-4-isothiazolin-3-one hydrochloride (MIT HCl) is a skin sensitizer known to cause contact dermatitis and allergy. It is extensively used in the cosmetic industry as a preservative. MIT HCl is a neurotoxin and its prolonged exposure may lead to neuronal death and inhibition of neurite outgrowth.

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1A - Skin Sens. 1

supp_hazards

EUH071

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000080173
0000080172
029M4866V
108M4889V
019M4847V

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Zhenzhen Wang et al.
Biomaterials, 113, 145-157 (2016-11-07)
As common reactive oxygen species, H2O2 is widely used for bacterial inactivation and wound disinfection. However, the concentrations used are always higher than physiological levels, which frequently result in potential toxicity to healthy tissue and even delay wound healing. Here
Siamak Javanbakht et al.
Materials science & engineering. C, Materials for biological applications, 96, 302-309 (2019-01-05)
In compression with the intravenous administration, oral delivery most commonly used due to the non-invasive nature and the fact that avoids patient pain and discomfort. By consideration this aim, ibuprofen as a model drug was loaded into two-dimensional tunnels and
Christina L Burnett et al.
International journal of toxicology, 29(4 Suppl), 187S-213S (2010-07-22)
Methylisothiazolinone (MIT) is a heterocyclic organic compound used as a preservative in cosmetics and personal care products in concentrations up to 0.01%. MIT is a colorless, clear liquid with a mild odor that is completely soluble in water; mostly soluble
Shen Du et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 22(17), 7408-7416 (2002-08-28)
Neurodegenerative disorders in humans may be triggered or exacerbated by exposure to occupational or environmental agents. Here, we show that a brief exposure to methylisothiazolinone, a widely used industrial and household biocide, is highly toxic to cultured neurons but not
Zhengxi Wei et al.
Toxicology letters, 338, 67-77 (2020-12-09)
Chemical-peptide conjugation is the molecular initiating event in skin sensitization. The OECD test guideline uses a high-performance liquid chromatography/ultraviolet (HPLC/UV) detection method to quantify chemical-peptide conjugation in a direct peptide reactivity assay (DPRA), which measures the depletion of two synthetic
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