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1365000

USP

Levothyroxine

United States Pharmacopeia (USP) Reference Standard

Sinônimo(s):

L-Thyroxine, 3,3′,5,5″-Tetraiodo-L-thyronine, 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, T4

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About This Item

Fórmula linear:
HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
Número CAS:
51-48-9
Peso molecular:
776.87
Beilstein:
2228515
Número MDL:
MFCD00002595
Código UNSPSC:
41116107
ID de substância PubChem:
329750052
NACRES:
NA.24

grau

pharmaceutical primary standard

família API

levothyroxine

fabricante/nome comercial

USP

pf

223 °C (dec.) (lit.)

aplicação(ões)

pharmaceutical (small molecule)

Formato

neat

cadeia de caracteres SMILES

N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O

InChI

1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1

chave InChI

XUIIKFGFIJCVMT-LBPRGKRZSA-N

Informações sobre genes

human ... THRA(7067) , THRB(7068)

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Descrição geral

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Aplicação

Levothyroxine USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Levothyroxine Sodium
  • Levothyroxine Sodium Tablets
  • Levothyroxine Sodium Oral Powder
  • Liothyronine Sodium
  • Thyroid
  • Thyroid Tablets
  • Liothyronine Sodium Tablets

Ações bioquímicas/fisiológicas

L-Thyroxine (T4) and triiodo-L-thyronine (T3) are iodine-containing hormones produced from thyroglobulin in the thyroid follicular cells. The stimulation of metabolic rate and regulation of growth and development by these hormones appear to be due to their effects on DNA transcription and, thus, protein synthesis.

Nota de análise

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Outras notas

Sales restrictions may apply.

Pictogramas

Health hazard
GHS08

Palavra indicadora

Danger

Frases de perigo

H372

Declarações de precaução

P260 - P264 - P270 - P314 - P501

Classificações de perigo

STOT RE 1

Órgãos-alvo

Thyroid,Cardio-vascular system,Kidney

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number

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Sigma-Aldrich

P3755

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L-Thyroxine sodium salt pentahydrate γ-irradiated, powder, BioXtra, suitable for cell culture

Sigma-Aldrich

T0397

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Progesterone meets USP testing specifications

Sigma-Aldrich

P3972

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Levothyroxine Sodium
United States Pharmacopeia, 45(2) (2020)
Steffen Mayerl et al.
The Journal of clinical investigation, 124(5), 1987-1999 (2014-04-03)
Allan-Herndon-Dudley syndrome (AHDS), a severe form of psychomotor retardation with abnormal thyroid hormone (TH) parameters, is linked to mutations in the TH-specific monocarboxylate transporter MCT8. In mice, deletion of Mct8 (Mct8 KO) faithfully replicates AHDS-associated endocrine abnormalities; however, unlike patients
B Velkeniers et al.
Human reproduction update, 19(3), 251-258 (2013-01-19)
BACKGROUND Previous meta-analyses of observational data indicate that pregnant women with subclinical hypothyroidism have an increased risk of adverse pregnancy outcome. Potential benefits of levothyroxine (LT4) supplementation remain unclear, and no systematic review or meta-analysis of trial findings is available
Shannon E Scratch et al.
Pediatrics, 133(4), e955-e963 (2014-04-02)
Preterm infants commonly have transient hypothyroxinemia of prematurity after birth, which has been associated with deficits in general intellectual functioning, memory, attention, and academic achievement. However, research has predominantly focused on thyroxine levels in the first 2 weeks of life
Yoshiyuki Watanabe et al.
Genome research, 25(3), 328-337 (2015-02-06)
Integration of DNA viruses into the human genome plays an important role in various types of tumors, including hepatitis B virus (HBV)-related hepatocellular carcinoma. However, the molecular details and clinical impact of HBV integration on either human or HBV epigenomes
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