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Merck

PHR1430

Dihydroxyacetone

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Dihydroxyacetone, 1,3-Dihydroxy-2-propanone, 1,3-Dihydroxyacetone, DHA, Glycerone, NSC 24343

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About This Item

Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
Molecular Weight:
90.08
UNSPSC Code:
41116107
NACRES:
NA.24
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Quality Level

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to USP 1204102

API family

dihydroxyacetone

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

O1C(COC(C1)(O)CO)(O)CO

InChI

1S/C6H12O6/c7-1-5(9)3-12-6(10,2-8)4-11-5/h7-10H,1-4H2

InChI key

KEQUNHIAUQQPAC-UHFFFAOYSA-N

General description

Dihydroxyacetone (DHA) is a browning ingredient widely used in cosmetics such as sunless tanning formulations. It participates in a chemical staining reaction called Milliard reaction in which it reacts with the amino groups of proteins to result in a mixture of high molecular weight pigments.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Dihydroxyacetone may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography (LC) technique.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC0574 in the slot below. This is an example certificate only and may not be the lot that you receive.


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Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Influence of hydration on dihydroxyacetone-induced pigmentation of stratum corneum
Nguyen BC and Kochevar IE
The Journal of Investigative Dermatology, 120(4), 655-661 (2003)
Dihydroxyacetone
USP42-NF37: United States Pharmacopeia and National Formulary
United States Pharmacopeia/National Formulary, 1366-1366 (2018)
Dihydroxyacetone, the active browning ingredient in sunless tanning lotions, induces DNA damage, cell-cycle block and apoptosis in cultured HaCaT keratinocytes
Petersen AB, et al.
Mutation Research, 560(2), 173-186 (2004)