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Tadalafil

Indications and uses Clinical Research Side effects Warnings and precautions
Tadalafil
Tadalafil structure
CAS No.
171596-29-5
Chemical Name:
Tadalafil
Synonyms
IC 351;CIALIS;Calais;Adcirca;ICOS 351;TADALAFIL;GF 196960;UK 336017;tadanafei;Tadanafil
CBNumber:
CB2236841
Molecular Formula:
C22H19N3O4
Formula Weight:
389.4
MOL File:
171596-29-5.mol

Tadalafil Properties

Melting point:
298-300°C
alpha 
D20 +71.0°
Flash point:
2℃
storage temp. 
Hygroscopic, -20?C Freezer, Under Inert Atmosphere
solubility 
DMSO: soluble20mg/mL, clear
form 
powder
color 
white to beige
optical activity
[α]/D +68 to +78°, c = 1 in chloroform-d
InChIKey
WOXKDUGGOYFFRN-IIBYNOLFSA-N
CAS DataBase Reference
171596-29-5(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  F,Xn
Risk Statements  11-20/21/22-36
Safety Statements  16-36/37
RIDADR  UN 1648 3 / PGII
WGK Germany  2
RTECS  UQ4431050
Hazardous Substances Data 171596-29-5(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313 IF eye irritation persists: Get medical advice/attention.
P403+P235 Store in a well-ventilated place. Keep cool.

Tadalafil price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR1810 Tadalafil Pharmaceutical Secondary Standard; Certified Reference Material 171596-29-5 500mg $113 2018-11-20 Buy
Sigma-Aldrich 1642879 Tadalafil United States Pharmacopeia (USP) Reference Standard 171596-29-5 200mg $475.3 2018-11-20 Buy
Cayman Chemical 14024 Tadalafil ≥98% 171596-29-5 10mg $35 2018-11-13 Buy
Cayman Chemical 14024 Tadalafil ≥98% 171596-29-5 25mg $48 2018-11-13 Buy
Sigma-Aldrich SML1877 Tadalafil ≥98% (HPLC) 171596-29-5 10mg $60.8 2018-11-20 Buy

Tadalafil Chemical Properties,Uses,Production

Indications and uses

Cialis (or Tadalafil) was developed by American pharmaceutical company Lilly. It is used to treat erectile dysfunction and belongs to a second generation of PDE5 inhibitors. Studies show that Cialis works very quickly, taking effect in around 15-20 minutes, and has a prolonged effect that can last for up to 36 hours. T1/2 is 17.5h.

Clinical Research

In a study of 348 cases of mild to severe erectile dysfunction, patients were randomly given 20mg of Cialis or a placebo. Results showed that in comparison to the placebo group, patients who took Cialis experienced improved intercourse success in the 24-36 hours following medication, with many patients achieving successful sexual intercourse twice in 36 hours. Side effect rate and severity were also no different from those of the placebo group. Over 5% of patients in the Cialis group experienced headaches and indigestion.

Side effects

No severe negative reactions. No perceived facial flushing or sight abnormalities following medication. Rare cases of headache and indigestion.

Warnings and precautions

Patients currently taking nitrates, experiencing angina pectoris, suffering from heart disease, patients who have unregulated hypertension or hypotension, or patients who have had a stroke in the past 6 months should not take Cialis.

Description

Tadalafil (market name “Cialis” or “Adcirca”) is a kind of PDE5 inhibitor used for the treatment of erectile dysfunction, benign prostatic hypertrophy and pulmonary arterial hypertension. The effect of Tadalafil is relaxing the blood vessels muscles and increasing the blood flow into the corpus cavernosum. The mechanism of action of tadalafil is through inhibiting the activity of the cGMP specific phosphodiesterase type 5 (PDE5). PDE5 degrades cGMP in the corpus cavernosum located around the penis. Therefore, tadalafi leads to the increased concentration of cGMP which further causes the smooth muscle relaxation and increased blood flow into the corpus cavernosum. Some clinical studies also implied that tadalafil could improve endothelia function in men with increased cardiovascular risk and lower the urinary tract symptoms secondary to benign prostatic hyperplasia.

Chemical Properties

White to Off-White Cyrstalline Solid

Originator

Lilly/ICOS (US)

Uses

analgesic, norepinephrine uptake blocker, mu-opiod receptor agonist

Definition

ChEBI: A pyrazinopyridoindole that is 2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione substituted at position 2 by a methyl group and at position 6 by a 1,3-benzodioxol-5-yl group (the 6R,12aR

brand name

Cialis (Lilly).

General Description

Tadalafil, (6R-trans)-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino[1', 2' :1,6]pyrido[3,4-b]indole-1,4-dione (Cialis), is a potent PDE5 inhibitor.It received FDA approval for the treatment of erectiledysfunction in December 2003. Because of its half-life of17.5 hours, it is marketed as a 36-hour treatment. Tadalafil ispredominantly metabolized by hepatic enzymes, includingCYP3A4. The concomitant use of CYP3A4 inhibitors suchas ritonavir, indinavir, ketoconazole, as well as moderateCYP3A inhibitors such as erythromycin have been shown toresult in significant increases in tadalafil plasma levels.Much like sildenafil, tadalafil is under clinical investigationfor managing PAH.

Clinical Use

Tadalafil is one of the two new PDE5 inhibitors launched for the oral treatment of male erectile dysfunction. Tadalafil is a b-carboline derivative and it is structurally distinct from vardenafil (Levitraw) and sildenafil (Viagraw), both of which are PDE5 inhibitors based on a fused pyrimidine core structure. Tadalafil is synthesized in three steps starting from D-tryptophan methyl ester, by first condensing with piperonal in a Pictet-Spengler cyclization reaction to form the tetrahydro-β-carboline derivative, which is followed by chloroacetylation of the piperidine ring nitrogen and cyclization with methylamine. Tadalafil is a potent and highly selective inhibitor of PDE5 (IC50=1 nm). It shows >10,000-fold selectivity for PDE5 versus PDE1, 2, 3, 4, 7, 8 and 9, and >700-fold selectivity versus PDE6. Typically administered at 10 and 20 mg doses, tadalafil is rapidly absorbed and has a tmax of 2 h, which is slightly longer than those of sildenafil (1 h) and vardenafil (0.75 h). Clinically, all of these agents appear to have efficacy for many men within 30–60 min. However, tadalafil distinguishes itself from other PDE5 inhibitors in terms of significantly longer duration of action. The half-life of tadalafil dosed at 20 mg is 17.5 h as compared with 3.8 h for sildenafil (100 mg) and 4.7 h for vardenafil (20 mg). In clinical studies, significant rates of response were reported up to 36 h following drug ingestion. Tadalafil is predominantly metabolized in the liver by CYP3A4 to entities that are not active against PDE5 and excreted mainly as metabolites in the feces and the urine. The pharmacokinetics of tadalafil are unaffected by factors such as intake of food and alcohol, age, the presence of diabetes, and mild or moderate hepatic insufficiency. The most common drug-related adverse events are headache, back pain, dyspepsia, and myalgia. At 10 and 20 mg doses, Tadalafil does not have a significant effect on blood pressure and heart rate and does not result in increased instances of myocardial infarction. Rare reports of prolonged erections greater than 4 h and priapism have been noted with the use of tadalafil. Priapism, if not treated properly, can result in irreversible damage to the erectile tissue. Patients who have an erection lasting greater than 4 h are advised to seek emergency medical attention. Tadalafil has a modest synergistic effect on the nitrate-induced reduction in blood pressure and, as with sildenafil and vardenafil, it is contraindicated for use in patients on nitrate therapy. In diabetic patients, improvement of erectile function by tadalafil is irrespective of the type of diabetes and the type of diabetic therapy.

References

https://www.drugs.com/tadalafil.html
https://www.drugbank.ca/drugs/DB00820
Roehrborn, C. G., et al. "Tadalafil administered once daily for lower urinary tract symptoms secondary to benign prostatic hyperplasia: a dose finding study." Journal of Urology 180.4(2008):1228.
Rosano, Giuseppe M. C., et al. "Chronic Treatment with Tadalafil Improves Endothelial Function in Men with Increased Cardiovascular Risk." European Urology 47.2(2005):214-222.

Tadalafil Preparation Products And Raw materials

Raw materials

Preparation Products


Tadalafil Suppliers

Global( 386)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 552 55
Jinan Jianfeng Chemical Co., Ltd
15562555968
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Jinan Tenglong Chemical Co.,Ltd
Whatsapp:+8615563263311 Skype:live:smions7080
smions7080@gmail.com CHINA 770 58
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3217 55
Hebei Guanlang Biotechnology Co., Ltd.
+86-0311-66562153 whatsapp +8615203118427
+86-0311-66562153 sales@crovellbio.com CHINA 416 50
Dalian Pinmai Biotechnology Co., Ltd
+86-13230167943
pinmai04@dlpinmai.com CHINA 307 58
Kono Chem Co., Ltd
+86-132 8924 6953
info@konochemical.com CHINA 2164 58
Hebei Huanhao Biotechnology Co., Ltd.
86-0311-83975816
86-0311-83975816 grace@hbhuanhao.com CHINA 681 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
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Hebei Jimi Trading Co., Ltd.
+86 017772612259 +86 319 5273535
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View Lastest Price from Tadalafil manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-22 5CAKB48 5c-akb48
171596-29-5
US $1.00 / KG 10 g 99% 800kg hdzhl biotechnology co., ltd
2019-04-22 Tadalafil 99%
171596-29-5
US $1.00 / KG 10 g 99% 800kg hdzhl biotechnology co., ltd
2019-04-17 Cialis; tadalafil
171596-29-5
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.

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