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Merck

64046

2,3-Dimercapto-1-propanol

≥98% (iodometric)

Synonym(s):

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

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About This Item

Linear Formula:
HOCH2CH(SH)CH2SH
CAS Number:
Molecular Weight:
124.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-433-7
Beilstein/REAXYS Number:
1732058
MDL number:
Assay:
≥98% (iodometric)
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Quality Level

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, thiol

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

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.


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pictograms

Skull and crossbones

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

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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Megan O'Reilly et al.
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
Metal chelators and neurotoxicity: lead, mercury, and arsenic
Bjorklund G, et al.
Archives of Toxicology, 91(12), 3787-3797 (2017)
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