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64046

Sigma-Aldrich

2,3-Dimercapto-1-propanol

≥98% (iodometric)

Sinónimos:

BAL, British anti-Lewisite, DMP, Dimercaprol, Dithioglycerol

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About This Item

Fórmula lineal:
HOCH2CH(SH)CH2SH
Número de CAS:
59-52-9
Peso molecular:
124.23
Beilstein/REAXYS Number:
1732058
EC Number:
200-433-7
MDL number:
MFCD00004864
UNSPSC Code:
12352100
PubChem Substance ID:
57651969
NACRES:
NA.22

assay

≥98% (iodometric)

refractive index

n20/D 1.572-1.574
n20/D 1.573 (lit.)

bp

120 °C/15 mmHg (lit.)

density

1.239 g/mL at 25 °C (lit.)

functional group

hydroxyl

storage temp.

2-8°C

SMILES string

OCC(S)CS

InChI

1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2

InChI key

WQABCVAJNWAXTE-UHFFFAOYSA-N

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General description

Dimercapto-1-propanol acts as a chelating agent and forms stable complexes with certain heavy metals, including arsenic, mercury, and lead.

Application

2,3-Dimercapto-1-propanol has been used in synthesizing novel (2-substituted phenyl-1,3-dithiolan-4-yl) methanol (PDTM) derivatives, which are potent tyrosinase inhibitors. It can also be considered for developing new drugs against AIDS due to its ability to inhibit HIV-1 tat activity.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
STBK5151
STBK1300
STBJ6932
STBJ4026
STBH9953

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S Kubota et al.
AIDS research and human retroviruses, 6(7), 919-927 (1990-07-01)
We have examined the effect of 2,3 dimercapto-1-propanol (DMP), which is known as an anti-heavy metal-poisoning drug, against human immunodeficiency virus type 1 (HIV-1). We demonstrate that DMP inhibited transactivation directed by tat protein, which is a metal containing transcriptional
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American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 14(12), 2736-2748 (2014-11-15)
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American journal of physiology. Lung cellular and molecular physiology, 307(12), L948-L958 (2014-10-12)
Bronchopulmonary dysplasia (BPD) is the chronic lung disease of prematurity that affects very preterm infants. Although advances in perinatal care have enabled the survival of infants born as early as 23-24 wk of gestation, the challenge of promoting lung growth
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Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 60(5), 713-720 (2014-11-22)
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Drug design, development and therapy, 11, 827-836 (2017-03-30)
The authors designed and synthesized 17 (2-substituted phenyl-1,3-dithiolan-4-yl) methanol (PDTM) derivatives to find a new chemical scaffold, showing excellent tyrosinase-inhibitory activity. Their tyrosinase-inhibitory activities were evaluated against mushroom tyrosinase at 50 μM, and five of the PDTM derivatives (PDTM3, PDTM7-PDTM9
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