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Merck
CN

88885

Sigma-Aldrich

Thiomorpholine

purum, ≥97.0% (GC)

Synonym(s):

Tetrahydro-2H-1,4-thiazine, Thiamorpholine

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About This Item

Empirical Formula (Hill Notation):
C4H9NS
CAS Number:
123-90-0
Molecular Weight:
103.19
Beilstein:
102550
EC Number:
204-660-2
MDL number:
MFCD00005974
UNSPSC Code:
12352100
PubChem Substance ID:
329769673

Key Documents

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grade

purum

Assay

≥97.0% (GC)

refractive index

n20/D 1.538 (lit.)
n20/D 1.540

bp

169 °C (lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

C1CSCCN1

InChI

1S/C4H9NS/c1-3-6-4-2-5-1/h5H,1-4H2

InChI key

BRNULMACUQOKMR-UHFFFAOYSA-N

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Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P280 - P305 + P351 + P338 - P310

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Upinder Singh et al.
Bioorganic & medicinal chemistry letters, 13(23), 4209-4212 (2003-11-19)
Combinatorial libraries of N-acylated 5-(S)-aminomethyloxazolidinone derivatives of S-oxide and S,S-dioxide tetrahydro-4(2H)-thiopyranyl and thiomorpholine phenyloxazolidinone series have been synthesized on a solid phase and evaluated for antimicrobial activity. Several novel potent leads have been identified, including orally active oxazolidinones with enhanced
An annulation reaction for the synthesis of morpholines, thiomorpholines, and piperazines from beta-heteroatom amino compounds and vinyl sulfonium salts.
Muhammad Yar et al.
Angewandte Chemie (International ed. in English), 47(20), 3784-3786 (2008-04-12)
J I Levin et al.
Bioorganic & medicinal chemistry letters, 16(6), 1605-1609 (2006-01-24)
A series of thiomorpholine sulfonamide hydroxamate TACE inhibitors, all bearing propargylic ether P1' groups, was explored. In particular, compound 5h has excellent in vitro potency against isolated TACE enzyme and in cells, oral activity in a model of TNF-alpha production
Amany Belal
Bioorganic chemistry, 59, 124-129 (2015-03-10)
A new series of pyrrolizine derivatives 4-8c were synthesized, their structures were confirmed by spectral and elemental analyses. Cytotoxic activity of these compounds was evaluated against breast (MCF7), colon (HCT116) and liver (HEPG2) cancer cell lines using sulphorhodamine-B (SRB) assay
B Beck et al.
Molecular diversity, 14(3), 479-491 (2010-04-22)
We designed two novel thiolactone scaffolds. Both scaffolds can be accessed by a convergent Ugi multicomponent reaction (MCR) and are, thus, amenable to library synthesis. Design, stereoselectivity, structures, full experimental details, and virtual libraries will be reported.
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