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Merck

PHR1056

Trimethoprim

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine, NSC 106568

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About This Item

Empirical Formula (Hill Notation):
C14H18N4O3
CAS Number:
738-70-5
Molecular Weight:
290.32
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823086
EC Number:
212-006-2
Beilstein/REAXYS Number:
625127
MDL number:
MFCD00036761

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Product Name

Trimethoprim, Pharmaceutical Secondary Standard; Certified Reference Material

InChI

1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

InChI key

IEDVJHCEMCRBQM-UHFFFAOYSA-N

SMILES string

COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC

grade

certified reference material
pharmaceutical secondary standard

agency

traceable to Ph. Eur. T220000
traceable to USP 1692505

API family

trimethoprim

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

Quality Level

300

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Show Differences

1 of 4

This Item
1692505T788346984
Trimethoprim Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1056

Trimethoprim

Trimethoprim United States Pharmacopeia (USP) Reference Standard

USP

1692505

Trimethoprim

Trimethoprim ≥98.5%

Sigma-Aldrich

T7883

Trimethoprim

Trimethoprim VETRANAL®, analytical standard

Supelco

46984

Trimethoprim

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

format

neat

format

-

format

neat

Quality Level

300

Quality Level

-

Quality Level

200

Quality Level

100

grade

certified reference material, pharmaceutical secondary standard

grade

pharmaceutical primary standard

grade

-

grade

analytical standard

storage temp.

2-30°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

agency

traceable to BP 344

agency

-

agency

-

agency

EPA 1694

Analysis Note

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

Application

Primarily used as an antibacterial agent. Dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.
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.
Trimethoprim may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by chromatography[1][2] and visible and UV spectrophotometry.[3]

General description

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to in-house working standards. Trimethoprim is a synthetic antibacterial agent active in vitro against most aerobic gram-negative and gram-positive bacteria. Its mode of action involves inhibition of dihydrofolate reductase, an enzyme involved in catalyzing the reduction of dihydrofolate to tetrahydrofolate in both microbial and eukaryotic cells.[4]

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 LRAA7172 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

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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Comparison of trimethoprim molecularly imprinted polymers in bulk and in sphere as the sorbent for solid-phase extraction and extraction of trimethoprim from human urine and pharmaceutical tablet and their determination by high-performance liquid chromatography
Hu SG, et al.
Analytica Chimica Acta, 537(1-2), 215-222 (2005)
Trimethoprim resistance.
Huovinen P
Antimicrobial Agents and Chemotherapy, 31(10), 1451-1456 (1987)
Determination of sulfamethoxazole and trimethoprim in pharmaceuticals by visible and UV spectrophotometry
Shamsa F and Amani L
Iranian Journal of Pharmaceutical Research : IJPR, 537(1-2), 31-36 (2010)
Simultaneous LC determination of trimethoprim and sulphamethoxazole in pharmaceutical formulations
Akay C and Ozkan SA
Journal of Pharmaceutical and Biomedical Analysis, 30(4), 1207-1213 (2002)
Ivan Senta et al.
Water research, 47(2), 705-714 (2012-11-29)
Comprehensive study on the occurrence and fate of several classes of antimicrobials, including sulfonamides, trimethoprim, fluoroquinolones and macrolides, in Croatian municipal wastewaters was performed using an integrated approach, which comprised analysis of both dissolved and particulate fractions. A nation-wide screening
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Questions

1–5 of 5 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. In what is Trimethoprim best soluble ? Can it be dissolved in HCl?

    1 answer

    1. Trimethoprim is soluble in ethanol at 50 mg/mL, in water at 0.4 mg/mL, in DMSO at 50 mg/mL, in dimethylacetamide at 138.6 mg/mL, in benzyl alcohol at 72.9 mg/mL, in propyleneglycol at 25.7 mg/mL, in chloroform at 18.2 mg/mL, and in methanol at 12.1 mg/mL at room temperature. The solubility in HCl is not determined.

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  5. Is Trimethoprim stable in solution?

    1 answer

    1. Triemethoprim in a solution of 52% N,N dimethylacetamide:48% propylene glycol at 50 mg/ml is stable when stored at 25° C. There is only a 10% degradation of trimethoprim under these conditions after 885 days.

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