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Key Documents

UC432

Sigma-Aldrich

AAMU

Synonym(s):

5-Acetylamino-6-amino-3-methyluracil, N-(4-Amino-1,2,3,6-tetrahydro-1-methyl-2,6-dioxo-5-pyrimidinyl)acetimide

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About This Item

Empirical Formula (Hill Notation):
C7H10N4O3
CAS Number:
Molecular Weight:
198.18
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

form

solid

color

white to light pink

mp

≥305 °C

storage temp.

2-8°C

SMILES string

CN1C(=O)NC(N)=C(NC(C)=O)C1=O

InChI

1S/C7H10N4O3/c1-3(12)9-4-5(8)10-7(14)11(2)6(4)13/h8H2,1-2H3,(H,9,12)(H,10,14)

InChI key

POQOTWQIYYNXAT-UHFFFAOYSA-N

Application

CYP1A2 metabolite of caffeine

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Y Kawakubo et al.
Dermatology (Basel, Switzerland), 195(1), 43-45 (1997-01-01)
p-Phenylenediamine (PPD) has been widely distributed as hair dye ingredient and may be responsible for contact dermatitis. Since not all the subjects exposed to PPD react to the substance, we tested a possible predisposing factor of cutaneous drug metabolism. Eighty-five
P Wong et al.
Journal of pharmaceutical and biomedical analysis, 13(9), 1079-1086 (1995-08-01)
The ratio of 5-acetylamino-6-amino-3-methyluracil (AAMU) to 1-methylxanthine (1X) in urine samples after caffeine ingestion can be used to indicate human N-acetyltransferase (NAT2) phenotypes. In previous studies, this ratio has been determined by LC or capillary electrophoresis. The possibility that this
B K Tang et al.
Clinical pharmacology and therapeutics, 49(6), 648-657 (1991-06-01)
The use of two caffeine metabolite ratios for acetylator phenotyping was validated by demonstrating concordance with two sulfamethazine tests in 178 unrelated healthy subjects. The caffeine metabolites used for this purpose were 5-acetylamino-6-amino-3-methyluracil (AAMU), 1-methylxanthine (1X), and 1-methylurate (1U). The
B K Tang et al.
Clinical pharmacology and therapeutics, 42(5), 509-513 (1987-11-01)
Previously published methods allow the determination of the genetically controlled acetylator status using caffeine as a test drug, based on the urinary excretion of a ring-opened metabolite of caffeine, an acetylated uracil (5-acetylamino-6-formylamino-3-methyluracil). 5-Acetylamino-6-formylamino-3-methyluracil is labile but can be converted
A J Kilbane et al.
Clinical pharmacology and therapeutics, 47(4), 470-477 (1990-04-01)
The human acetylation genotype was determined by measuring urinary caffeine metabolites by use of a modification of a previously published HPLC method. The problem of separation of 7-methylxanthine (7X) from 1-methyluric acid (IU) in urine extracts was achieved by adding

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