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Triamcinolone acetonide

Triamcinolone acetonide structure

CAS No:
76-25-5
Formula:
C24H31FO6
Chemical Name:
Triamcinolone acetonide
Synonyms:
Pregna-1,4-diene-3,20-dione,9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-,(11β,16α)-;Pregna-1,4-diene-3,20-dione,9-fluoro-11β,16α,17,21-tetrahydroxy-,cyclic 16,17-acetal with acetone;(11β,16α)-9-Fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]pregna-1,4-diene-3,20-dione;Aristocort acetonide;Aristoderm;9α-Fluoro-11β,21-dihydroxy-16α,17α-isopropylidenedioxy-1,4-pregnadiene-3,20-dione;9α-Fluoro-16α-hydroxyprednisolone 16α,17α-acetonide;Kenalog;Triamcinolone acetonide;Triamcinolone 16,17-acetonide;Paralen;Kenacort A;9-Fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione-16,17-acetonide;9-Fluoro-11β,21-dihydroxy-16α,17-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione;9-Fluoro-11β,21-dihydroxy-16α,17α-(isopropylidenedioxy)pregna-1,4-diene-3,20-dione;Volon A;Adcortyl A;Solodelf;Vetalog;Omcilon A;Queyanshusong A;Triamcinolone 16α,17α-acetonide;Kenalog 10;Trianopollon;Azmacort;Kenacort 80;Aftach;Nasacort;Triam;Extracort;Trymex;TAC 40;Tramacin;Respicort;Rineton;TAC 3;Ftorocort;Triamonide 40;Volonimat;Tricinolon;Triacet;Ledercort Cream;Delphicort;Adcortyl;Tri-Nasal;NSC 21916;Triamcort-Depot;Aristocort A;Kenacort A 40;Aristicort;Lichtena;Triamhexal;Vetazine;Kenalog 40;Tamceton;Berlicort;Kenacort 40;Pol'kortolon;Triakort;Trivaris;Triesence;I-Vation;Valon A 10;MaQuaid;Rheudenolone;138265-06-2;8054-16-8;13586-95-3;911437-91-7
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Triamcinolone Acetonide is a more potent type of triamcinolone, being about 8 times as effective as prednisone. Target: Glucocorticoid ReceptorTriamcinolone acetonide is a synthetic corticosteroid used to treat various skin conditions, to relieve the discomfort of mouth sores, and in nasal spray form, to treat allergic rhinitis. It is a more potent derivative of triamcinolone, and is about 8 times as potent as prednisone [1].

Triamcinolone acetonide is a synthetic glucocorticoid that is the 16,17-acetonide of triamcinolone. Used to treat various skin infections. It has a role as an anti-inflammatory drug and an anti-allergic agent. It is an 11beta-hydroxy steroid, a 20-oxo steroid, a 21-hydroxy steroid, a 3-oxo-Delta(4) steroid, a glucocorticoid, a cyclic ketal, a fluorinated steroid and a primary alpha-hydroxy ketone. It derives from a triamcinolone. It derives from a hydride of a pregnane.|Triamcinolone acetonide is a Corticosteroid. The mechanism of action of triamcinolone acetonide is as a Corticosteroid Hormone Receptor Agonist.|Triamcinolone Acetonide is the acetonide salt form of triamcinolone, a synthetic glucocorticosteroid with immunosuppressive and anti-inflammatory activity. Triamcinolone acetonide binds to specific cytosolic glucocorticoid receptors and subsequently interacts with glucocorticoid receptor response element on DNA and alters gene expression. This results in an induction of the synthesis of certain anti-inflammatory proteins while inhibiting the synthesis of certain inflammatory mediators. Consequently, an overall reduction in chronic inflammation and autoimmune reactions are accomplished.|An esterified form of TRIAMCINOLONE. It is an anti-inflammatory glucocorticoid used topically in the treatment of various skin disorders. Intralesional, intramuscular, and intra-articular injections are also administered under certain conditions.

Triamcinolone acetonide Basic Attributes

Molecular Weight：

434.49800

Exact Mass：

434.50

EC Number：

200-948-7

UNII：

F446C597KA

NSC Number：

21916

DSSTox ID：

DTXSID6021371

NCI Thesaurus Code：

C48027

HScode：

2937229000

Characteristics

PSA：

93.06000

XLogP3：

2.41880

Appearance：

white to off-white crystalline powder

Density：

1.33 g/cm3

Melting Point：

293 °C

Boiling Point：

576.9ºC at 760 mmHg

Flash Point：

302.7ºC

Refractive Index：

1.588

Water Solubility：

Soluble in DMSO or ethanol. Slightly soluble in water.

Storage Conditions：

Keep tightly closed.

Toxicity：

LD50 oral in mouse: 5gm/kg

Collision Cross Section：

197.1 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R61

safety instructions：

S53-S45

RTECS Number：

TU3920000

Marks：

Stability/Shelf Life：

Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P201-P308 + P313

Hazard Statements：

H360

GHS Classification：

|Danger|H360 (84.62%): May damage fertility or the unborn child [Danger Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 53 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Visualisation during vitrectomy

MeSH：

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)|A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system. (See all compounds classified as Glucocorticoids.)|Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

MeSH Entry Terms：

Acetonide, Triamcinolone

Triamcinolone acetonide Use and Manufacturing

Uses

A glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).

Manufacturing Info：

Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11.beta.,16.alpha.)-: INACTIVE

Use Classification：

Human drugs -> Rare disease (orphan)|Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Computed Properties

Molecular Weight:434.5
XLogP3:2.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:434.21046687
Monoisotopic Mass:434.21046687
Topological Polar Surface Area:93.1
Heavy Atom Count:31
Complexity:925
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Acetone

Drug Function and Efficacy

Glucocorticoids, which have anti-inflammatory, antipruritic and anti-allergic effects

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Triamcinolone Acetonide Injection
Specifications	1ml:40mg

Triamcinolone acetonide econazole cream
Ingredients	This product is a compound preparation, each gram containing 10 mg of econazole nitrate and 1.0 mg of triamcinolone acetonide.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
Specifications	Each 15g tablet contains: econazole nitrate 150mg, triamcinolone acetonide 15mg.
Manufacturer	Harbin Pharmaceutical Group Bioengineering Co., Ltd.

Triamcinolone Acetonide Injection
Ingredients	This product is a sterile suspension of triamcinolone acetonide, which contains 90.0% to 110.0% of the labeled amount of triamcinolone acetonide (C24H31FO6).
Indication	1. Glucocorticoids and thiazide diuretics or amphotericin B can excrete potassium, so pay attention to potassium supplementation when used together. 2. Combination with nonsteroidal anti-inflammatory analgesics can aggravate the ulcerogenic effect. 3. Glucocorticoids can reduce the effect of oral anticoagulants, so the dose of anticoagulants should be appropriately increased when the two drugs are used together. 4. Phenobarbital, phenytoin sodium, rifampicin and other hepatic enzyme inducers can accelerate the metabolism of corticosteroids, so the dose should be appropriately increased when used together.
Specifications	1 ml: 40 mg

See More Related Drugs

Registered Holders

VAMSI LABS LTD

United States
Active
SYMBIOTEC PHARMALAB PRIVATE LTD

United States
Active
EUROAPI FRANCE

France
Active

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