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60063

Sigma-Aldrich

Potassium antimonyl tartrate trihydrate

purum p.a., 99.0-103% (RT)

Synonym(s):

Antimony potassium tartrate trihydrate, Tartar emetic

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About This Item

Empirical Formula (Hill Notation):
C8H4K2O12Sb2 · 3H2O
CAS Number:
28300-74-5
Molecular Weight:
667.87
EC Number:
234-293-3
MDL number:
MFCD00167056
UNSPSC Code:
12352100
PubChem Substance ID:
57651716
NACRES:
NA.21

grade

purum p.a.

Quality Level

200

Assay

99.0-103% (RT)

loss

≤2.7% loss on drying

mp

≥300 °C (lit.)

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤500 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
Na: ≤500 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

SMILES string

O.O.O.[K+].[K+].O=C1O[Sb-]23OC1C4O[Sb-]5(OC(C(O2)C(=O)O3)C(=O)O5)OC4=O

InChI

1S/2C4H4O6.2K.3H2O.2Sb/c2*5-1(3(7)8)2(6)4(9)10;;;;;;;/h2*1-2H,(H,7,8)(H,9,10);;;3*1H2;;/q2*-2;2*+1;;;;2*+3/p-4

InChI key

WBTCZEPSIIFINA-UHFFFAOYSA-J

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General description

Potassium antimonyl tartrate trihydrate is a trivalent antimony compound. It has been reported to be a leishmanicidal compound and exhibits more toxic action than pentavalent antimony (Pentostam) against Leishmania species. Three-dimensional X-ray and white radiation neutron diffraction methods have been reported to investigate the crystal structure of its optically active form (dipotassium di-μ-d-tartrato (4)-bis(antimonate(III)) trihydrate). Unit cell dimensions reported were: a = 11.192(2), b = 11.696(3), and c = 25.932(5)Å.

Application

Potassium antimonyl tartrate trihydrate may be used as an Sb(III)-containing drug to investigate its ability to induce cell death associated with DNA fragmentation in axenic amastigotes of Leishmania infantum.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H315,H317,H332,H411

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF4925
BCCF2004
BCBZ4291
BCBZ3132
BCBT4747

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D Sereno et al.
Antimicrobial agents and chemotherapy, 45(7), 2064-2069 (2001-06-16)
The basic treatment of leishmaniasis consists in the administration of pentavalent antimonials. The mechanisms that contribute to pentavalent antimonial toxicity against the intracellular stage of the parasite (i.e., amastigote) are still unknown. In this study, the combined use of several
X-ray and white radiation neutron diffraction studies of optically active potassium antimony tartrate, K2Sb2(dC4H2O6)2? 3H2O (tarter emetic).
Gress ME and Jacobson RA.
Inorgorganica Chimica Acta, 8, 209-217 (1974)
D Sereno et al.
Antimicrobial agents and chemotherapy, 42(12), 3097-3102 (1998-12-03)
The mechanism(s) of activity of pentavalent antimony [Sb(V)] is poorly understood. In a recent study, we have shown that potassium antimonyl tartrate, a trivalent antimonial [Sb(III)], was substantially more potent than Sb(V) against both promastigotes and axenically grown amastigotes of
Susan Wyllie et al.
Biochemical pharmacology, 71(3), 257-267 (2005-12-02)
Trivalent antimonial compounds (Sb(III)), originally used in the treatment of leishmaniasis, are now being proposed as a novel therapy for acute promyelocytic leukaemia (APL). Here, we examine the effects of Sb(III) and pentavalent antimonial drugs (Sb(V)) on glutathione homeostasis, oxidative
Avijit Sarkar et al.
Cytometry. Part A : the journal of the International Society for Analytical Cytology, 79(1), 35-45 (2010-12-25)
Nitric oxide (NO) has been demonstrated to be a principal effector molecule responsible for mediating intracellular killing of Leishmania parasites, the causative organism of leishmaniasis. As measurement of intracellular NO remains a challenge to biologists, we have developed a flow
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