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UC261

Sigma-Aldrich

(±)-4-Hydroxydebrisoquin sulfate

Synonym(s):

(±)-2-Amidino-4-hydroxy-1,2,3,4-tetrahydroisoquinoline sulfate, (±)-3,4-Dihydro-4-hydroxy-2(1H)-isoquinolinecarboximidamide sulfate

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About This Item

Empirical Formula (Hill Notation):
C10H13N3O · 0.5H2SO4
CAS Number:
62580-84-1
Molecular Weight:
240.27
MDL number:
MFCD09840718
UNSPSC Code:
12161501
PubChem Substance ID:
329827663
NACRES:
NA.77

form

solid

Quality Level

200

color

off-white

mp

267 °C

storage temp.

2-8°C

SMILES string

OS(O)(=O)=O.NC(=N)N1CC(O)c2ccccc2C1.NC(=N)N3CC(O)c4ccccc4C3

InChI

1S/2C10H13N3O.H2O4S/c2*11-10(12)13-5-7-3-1-2-4-8(7)9(14)6-13;1-5(2,3)4/h2*1-4,9,14H,5-6H2,(H3,11,12);(H2,1,2,3,4)

InChI key

AETJLQVZNVTWPH-UHFFFAOYSA-N

Application

(±)-4-Hydroxydebrisoquin sulfate can be used for the metabolic studies of debrisoquin.

Biochem/physiol Actions

CYP2D6 metabolite of debrisoquin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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G L Shaw et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 4(1), 41-48 (1995-01-01)
Previous reports of the association between the debrisoquine metabolic polymorphism and lung cancer risk have been conflicting. We examined the hypothesis that the genetically determined ability to metabolize debrisoquine identifies individuals at increased risk for lung cancer in a study
Paula Macedo Cerqueira et al.
Journal of clinical pharmacology, 45(12), 1422-1433 (2005-11-18)
The influence of chronic renal failure on the stereoselective metabolism of rac-metoprolol was investigated in 15 hypertensive patients, 7 of them with chronic renal failure and 8 with normal renal function. They were treated with rac-metoprolol (200 mg) for 7
O O Simooya et al.
British journal of clinical pharmacology, 45(3), 315-317 (2000-07-15)
To determine the effect of therapeutic loading doses of halofantrine and chloroquine on CYP2D6 activity in healthy black Zambians. Twenty healthy black male Zambians were phenotyped for CYP2D6 activity by measuring the debrisoquine/4-hydroxydebrisoquine ratio in a 0-8 h urine sample
S C Mitchell et al.
Human & experimental toxicology, 13(8), 537-541 (1994-08-01)
Liver transplantation or the surgical construction of portacaval shunts may radically alter an individual's debrisoquine hydroxylation capacity. Good clinical management should encompass a full awareness of such changing needs and problems in patients who undergo hepatic surgery.
K Laine et al.
Clinical pharmacology and therapeutics, 70(4), 327-335 (2001-10-24)
The ultrarapid metabolizer phenotype of the cytochrome P4502D6 (CYP2D6) enzyme has been considered a relevant cause of nonresponse to antidepressant drug therapy. Prescribing high doses of antidepressants to such patients leads to high concentrations of potentially toxic metabolites and an
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