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レボチロキシン

Structure via PubChem · Public domain (PubChem)

EntityQ773449· pop 34· linked from 594 articles

レボチロキシン

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Also known as levothyroxine sodium, Levothyroxin, 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodo-L-phenylalanine, LT4, 3,3',5,5'-Tetraiodo-L-thyronine, Levothyroxine, O-(4-Hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosine, T4

Levothyroxine, also known as -thyroxine, is a synthetic form of the thyroid hormone thyroxine (T4). It is used to treat thyroid hormone deficiency (hypothyroidism), including a severe form known as myxedema coma. It may also be used to treat and prevent certain types of thyroid tumors. It is not indicated for weight loss. Levothyroxine is taken orally (by mouth) or given by intravenous injection. Levothyroxine has a half-life of 7.5 days when taken daily, so about six weeks is required for it to reach a steady level in the blood.

Key facts

Drug.image
Levothyroxine 200.svg
Drug.image_class
skin-invert-image
Drug.image2
Levothyroxine-from-xtal-3D-bs-17.png
Drug.image_class2
bg-transparent
Drug.tradename
Synthroid, Levoxyl, others
Drug.MedlinePlus
a682461
Drug.DailyMedID
Levothyroxine
Drug.pregnancy_AU
A
Drug.routes_of_administration
By mouth, intravenous
Drug.ATC_prefix
H03
Drug.ATC_suffix
AA01
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_US
Rx only
Drug.bioavailability
40-80%
Drug.metabolism
Mainly in the liver, kidneys, brain, and muscles
Drug.elimination_half life
ca. 7 days (in hyperthyroidism 3–4 days, in hypothyroidism 9–10 days)
Drug.excretion
Feces and urine

via Wikipedia infobox

Chemical data

Formula
C15H11I4NO4
Molecular weight
776.87 g/mol
IUPAC name
(2S)-2-azaniumyl-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoate
SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)[O-])[NH3+]
InChIKey
XUIIKFGFIJCVMT-LBPRGKRZSA-N
XLogP
3
Polar surface area
97.2 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1982
Admin. routes
oral, parenteral
Indications
diabetes mellitus, pregnancy, Graves disease, hypothyroidism

via ChEMBL · EBI

Wikidata facts

Subclass of
thyroxine
Mass
776.686699832
Has use
medication
Show 14 more facts
medical condition treated
goiter
isomeric SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)O)N
canonical SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)CC(C(=O)O)N
found in taxon
Homo sapiens
location of creation
Bourgoin-Jallieu
MCN code
3004.39.81
chemical formula
C₁₅H₁₁I₄NO₄
melting point
232
solubility
105
half-life
1
Commons category
Levothyroxine
subject has role
primary metabolite
significant drug interaction
phenytoin
legal status (medicine)
boxed warning
Sources (8)

via Wikidata · CC0

Article · 日本語

レボチロキシン(Levothyroxine)またはL-チロキシンは、甲状腺ホルモンの1つであり、T4との略称を持つ。医薬品としては甲状腺機能低下症の治療に用いられたり、甲状腺癌の予防に用いられる事もある。不斉炭素を1つ持つ化合物であり、自然に存在するチロキシンと同じくL-型である。商品名チラーヂン。対掌体であるD-チロキシンは高コレステロール血症治療への応用が考えられた事があるが、心毒性のために開発中止となった。 WHO必須医薬品モデル・リストに収載されている。

Abstract from DBpedia / Wikipedia · CC BY-SA

Gallery (5)