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109185

Sigma-Aldrich

Saccharin

≥98%

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Synonym(s):
2,3-Dihydroxy-1,2-benzisothiazol-3-one-1,1-dioxide, 2-Sulfobenzoic acid imide, o-Benzoic sulfimide
Empirical Formula (Hill Notation):
C7H5NO3S
CAS Number:
81-07-2
Molecular Weight:
183.18
Beilstein:
6888
EC Number:
201-321-0
MDL number:
MFCD00005866
UNSPSC Code:
12352100
PubChem Substance ID:
24846892
NACRES:
NA.22

Quality Level

100

Assay

≥98%

mp

226-229 °C (lit.)

solubility

H2O: soluble 1g in 290ml
acetone: soluble 1g in 12ml
alcohol: soluble 1g in 31ml
boiling water: soluble 1g in 25ml
glycerol: soluble 1g in 50ml
alcohol: very slightly soluble
chloroform: slightly soluble
diethyl ether: slightly soluble

SMILES string

O=C1NS(=O)(=O)c2ccccc12

InChI

1S/C7H5NO3S/c9-7-5-3-1-2-4-6(5)12(10,11)8-7/h1-4H,(H,8,9)

InChI key

CVHZOJJKTDOEJC-UHFFFAOYSA-N

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Application

Saccharin was used in high performance liquid chromatographic method for the simultaneous separation and determination of acesulfame potassium, saccharine and aspartame. It was used in sweet preference test of rats.

Biochem/physiol Actions

Dietery administration of saccharin after N-methyl-N′-nitro-N-nitrosoguanidine promotes tumor development in rats.
A sweet tastant for mammals. A glycerol taste receptor binding site specific for glucose has been proposed in drosophila.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M Takahashi et al.
Gan, 75(6), 494-501 (1984-06-01)
Sodium chloride, saccharin sodium, phenobarbital sodium and aspirin were tested for tumor-promoting activity in the glandular stomach of rats after initiation with N-methyl-N'-nitro-N-nitrosoguanidine (MNNG) coupled with administration of a high salt diet. Male outbred Wistar rats were given MNNG in
Anne Marie Vinggaard et al.
Toxicological sciences : an official journal of the Society of Toxicology, 85(2), 886-897 (2005-03-25)
Prochloraz is a commonly used fungicide that has shown multiple mechanisms of action in vitro. It antagonizes the androgen and the estrogen receptors, agonizes the Ah receptor, and inhibits aromatase activity. In vivo prochloraz acts antiandrogenically in the Hershberger assay
Hellmuth Lilienthal et al.
Toxicology, 311(1-2), 52-60 (2013-02-14)
Many chemicals are known to exhibit endocrine activity and affect reproductive functions in vertebrates and invertebrates. Endocrine effects include influences on sexual differentiation of the brain during development and reproductive and non-reproductive behavior in adult offspring. We previously demonstrated that
Katharine J Tuerke et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(40), 13709-13717 (2012-10-05)
A taste associated with emetic drugs produces conditioned disgust reactions in rats (predominantly gaping), unlike nonemetic drugs that can still produce conditioned taste avoidance but not conditioned disgust. That difference suggests nausea is a prerequisite for learning disgust reactions to
Sharon O Jensen-Cody et al.
Cell metabolism, 32(2), 273-286 (2020-07-09)
Fibroblast growth factor 21 (FGF21) is an endocrine hormone produced by the liver that regulates nutrient and metabolic homeostasis. FGF21 production is increased in response to macronutrient imbalance and signals to the brain to suppress sugar intake and sweet-taste preference.
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