2-(モルホリノチオ)ベンゾチアゾール

2-(4-Morpholino)thiobenzothiazole

HCID 7619CAS 102-77-2

基本情報

標準SMILES
c1ccc2sc(SN3CCOCC3)nc2c1
InChIKey
MHKLKWCYGIBEQF-UHFFFAOYSA-N
分子式
C11H12N2OS2
平均分子量
252.4 g/mol
単同位体質量
252.039105

概要

Morpholinylmercaptobenzothiazole is a Standardized Chemical Allergen. The physiologic effect of morpholinylmercaptobenzothiazole is by means of Increased Histamine Release and Cell-mediated Immunity.

名称と識別子

優先名称
2-(4-Morpholino)thiobenzothiazole
IUPAC
4-(1,3-benzothiazol-2-ylsulfanyl)morpholine
現地名
2-(モルホリノチオ)ベンゾチアゾール
英語名
2-(Morpholinothio)benzothiazole
分子式
C11H12N2OS2
分子量
252.36

名称と別名

102-77-22-(Morpholinothio)benzothiazoleSantocure MORMorpholinylmercaptobenzothiazoleSulfenax MORVulcafor BSMVulkacit MOZNOBS SpecialUsaf cy-7Accel NSMeramide M4-(1,3-benzothiazol-2-ylsulfanyl)morpholine
名称をさらに表示
2-(モルホリノチオ)ベンゾチアゾールサントクールMOR4-[(ベンゾチアゾール-2-イル)チオ]モルホリン(2-ベンゾチアゾリル)モルホリノスルフィドモルホリノ(ベンゾチアゾール-2-イル)スルフィドスルフェンアミドM2-(4-モルホリニルチオ)ベンゾチアゾールアマックスN,N-(オキシジエチレン)-2-ベンゾチアゾールスルフェンアミドN,N-オキシジエチレン-2-ベンゾチアゾールスルフェンアミドN,N-(3-オキサペンタン-1,5-ジイル)-2-ベンゾチアゾールスルフェンアミド2-(4-モルホリノチオ)ベンゾチアゾール2(モルホリノチオ)ベンゾチアゾルN-オキシジエチレン-2-ベンゾチアゾールスルフェンアミドN-オキシジエチレンベンゾチアゾリルスルフェンアミド2‐(モルホリノチオ)ベンゾチアゾール2-(モルホリン-4-イルスルファニル)-1,3-ベンゾチアゾールN,N-[オキシビス(エチレン)]ベンゾチアゾール-2-スルフェンアミドMBSOBSNOBSOMTSOBTSMORPHOLINOTHIOBENZOTHIAZOLEN-Oxydiethyl-2-benzthiazolsulfenamidRubber Accelerator NOBS/N-Oxydiethylent-2-benzothiazole sulfenamide
2-(4-Morpholinylthio)benzothiazoleBenzothiazole, 2-(4-morpholinylthio)-Delac MOR2-(4-Morpholinothio)benzothiazoleVulcafor SSM2-(4-Morpholinylmercapto)benzothiazoleCure-rite OBTSMorpholine, 4-(2-benzothiazolylthio)-

データベース識別子

CAS
102-77-2
PubChem CID
7619
DTXSID
DTXSID0021096
ChEMBL
CHEMBL1530581
UNII
VCD7623F3K
EC Number
203-052-4
Nikkaji
J3.600E

物性

構造計算による物性

XLogP
2.7
極性表面積
78.9 Ų
水素結合供与体数
0
水素結合受容体数
5
回転可能結合数
2
重原子数
16

実験および物理化学的性質

PolymersPlastics & Rubber -> Rubber Additives
SpringerMaterials PropertiesFusion temperature
OdorSWEET ODOR
Density1.34 @ 25 °C
Color/Form · 2 件

BUFF TO BROWN FLAKES

TAN-COLORED POWDER

SolubilityINSOL IN WATER, SOL IN BENZENE, ACETONE, METHANOL

物理化学的性質

融点
78 · 78-80°C
沸点
413.1 · 413.1±55.0 °C(Predicted)
比重(密度)
1.34 · 1.34-1.40
蒸気圧
0.001 Pa · 0.001Pa at 25℃
屈折率
1.565 · 1.5650 (estimate)
貯蔵温度
2 · Sealed in dry,2-8°C

化学的性質

化学的特性Buff to brown flakes; sweet odor. Insoluble in water; solublein benzene, acetone, methanol.

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Chemical: Morpholine, 4-(2-benzothiazolylthio)-

Benzothiazole, 2-(4-morpholinylthio)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzothiazole, 2-(4-morpholinylthio)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: 2-(morpholinothio)benzothiazole (EC: 203-052-4)

2-Benzothiazolylsulfenyl morpholine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

May cause skin sensitization; [CHEMINFO] Danger of skin sensitization; [MAK] A skin and eye irritant; May cause skin sensitization; [eChemPortal: ESIS] A mild skin and eye irritant; May cause skin sensitization; [MSDSonline] It causes delayed-type skin sensitization; A case of immediate-type hypersensitivity was reported in a dental assistant; [Kanerva, p. 1818] See Mercaptobenzothiazole.

Hazard Classes and Categories · 4 件

Skin Irrit. 2 (100%)

Eye irritation - category 2

Serious eye damage/eye irritation - Category 2

Skin Irrit. 2

安全と保護具

Storage Conditions · 1 件

MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMPOSE INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, AND SHOULD BE PERIODICALLY INSPECTED... INCOMPATIBLE MATERIALS SHOULD BE ISOLATED...

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
TSCA Test Submissions · 5 件

The ability of N-oxydiethylene-2-benzothiazyl sulfenamide (OBTS) to induce morphological transformation was evaluated in the Balb/3T3 mouse cell line (Cell Transformation Assay). Based on preliminary toxicity determinations (exposure time = 72hrs), OBTS was tested at concentrations of 0.05, 0.20, 2.0, 15.0 or 35.0ug/ml resulting in a range of approximately 80% to 48% survival (estimated graphically). OBTS produced significantly greater transformation frequencies (p < 0.01) over the applied concentration range of 0.2ug/ml to 35.0ug/ml relative to the solvent control (DMSO).

The ability of 2-(morpholinothio)benzothiazolesulfenamide (OBTS) to induce morphological transformation was evaluated in the Balb/3T3 mouse cell line (Cell Transformation Assay). Three samples of the test material were employed. Based on preliminary toxicity determinations (exposure time = 72hrs), all three assays of OBTS were conducted at concentrations ranging from 0.75 to 30ug/ml, resulting in approximately 95% to 20% survival. None of the treatments produced significantly greater transformation frequencies relative to the solvent control (DMSO).

2-(Morpholinothio)benzothiazole sulfenamide (OBTS; purified 4X by crystallization) was examined for mutagenic activity in Salmonella typhimurium strains TA1535, TA1537, TA1538, TA98, TA100, with and without metabolic activation provided by Aroclor-induced rat liver S9 fraction. The test article was not mutagenic to Salmonella tester strains in the plate preincubation assay at concentrations ranging from 0 to 2500 ug/plate under activated or non-activated conditions. Cytotoxicity to Salmonella strains was reported at the high doses in activated and non-activated assays.

The frequency of forward mutations was determined at the TK locus of the mouse lymphoma L5178Y cell line exposed in vitro to N-oxydiethylene-2-benzothiazyl sulfenamide (OBTS). The test article was administered at concentrations ranging from 0.195 to 50 ug/ml in the presence and absence of metabolic activation provided by Aroclor-induced rat liver S9 fraction. In the absence of activation a mutagenic effect was observed at concentrations greater than 10 ug/ml, levels at which OBTS was observed to be highly cytotoxic. In the presence of activation mutagenicity was observed at moderate to highly toxic treatment levels in the 3.13 to 40.0 ug/ml range.

For more TSCA Test Submissions (Complete) data for 2-(4-MORPHOLINOTHIOBENZOTHIAZOLE (12 total), please visit the HSDB record page.

Non-Human Toxicity Excerpts · 1 件

The skin sensitization potentials of morpholine, 2-mercaptobenzothiazole (MBT) and their derivatives, 4,4'-dithiomorpholine (DTDM) and morpholinyl-mercaptobenzothiazole (MMBT) were examined using male Hartley albino guinea pigs. Preparations of 0.5, 2, 5 and 10% were used to determine the threshold irritation concn of each compound on the skin with 0.1 g of each applied on gauze pads of 1.5 sq cm dimensions. Materials were removed after 24 hr and readings taken at 1, 24, 48 hr after removal. For sensitization studies the animals were exposed to about 0.1 g of each cmpd in a concn of 5% of the amount needed to produce minimal intensity erythema from the irritant test. Test materials were removed after 24 hr. The procedure was repeated 3 times/wk for 2 wk. Two wk after the final induction, the challenge test was preformed. The left flank of the test animals was shaved, and 0.1, 0.5 and 2% dose preparations of each induction cmpd were applied. Materials were removed after 24 hr and readings taken at 1, 24 and 48 hr and 7 days after removal. Cross sensitization studies were also performed. The sensitization potential was greatest for DTDM, with MMBT being the next strongest. MBT was also a sensitizer, but morpholine not. The intensity and percent of reactions to challenge depended on the concn of the test cmpd. A variety of cross sensitization reactions occurred suggesting that the morpholine ring alone was not able to induce sensitization; on association with a disulfide bond, it became a strong sensitizing agent. The sensitization potential of MBT appeared directly related to the sulfhydryl functional group in the benzothiazole.

安全データ

wgk
WGK 3
tsca
TSCA listed
rtecs
DL5950000
ridadr
3077
毒性
LD50 orl-rat: 1980 mg/kg IPSTB3 3,93,76
hs_code
29342000

化学と産業

薬理情報

FDA Pharmacological Classification · 6 件

VCD7623F3K

MORPHOLINYLMERCAPTOBENZOTHIAZOLE

Established Pharmacologic Class [EPC] - Standardized Chemical Allergen

Physiologic Effects [PE] - Increased Histamine Release

Physiologic Effects [PE] - Cell-mediated Immunity

Chemical Structure [CS] - Allergens

用途と製造

Uses · 3 件

Used as a delayed-action vulcanization accelerator; [HSDB] Occupational exposures occur among machinists (corrosion inhibitors) and pottery workers (releasing fluids); [Kanerva, p. 1818]

Metal Machining [Category: Heat or Machine]

Delayed action vulcanization accelerator.

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) 9.09X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 4 件

2023: 1,000,000 - <2,500,000 lb

(1972) PROBABLY GREATER THAN 1.36X10+6 GRAMS

(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS

>900 kg in 1979

Consumption PatternsESSENTIALLY 100% AS ACCELERATOR FOR RUBBER VULCANIZATION
Consumer UsesPolymerization promoter
応用分野 · 4 件

用途有機ゴム薬品(加硫促進剤)。

用途ゴムの加硫促進剤

説明This rubber vulcanization accelerator is used as a chemical in the rubber industry, especially in the production of synthetic rubber articles. Is contained in the "mercapto mix". As a corrosion inhibitor, it can be found in cutting fluids or in releasing fluids in the pottery industry. It induces mainly delayed-type hypersensitivity, but a case of immediate-type hypersensitivity was reported in a dental assistant.

使用Delayed-action vulcanization accelerator.

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関連反応

4 件

関連ノート

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