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Pidotimod

Immunomodulator Physical and Chemical Properties Synthesis Method Clinical Applications Pharmacokinetics Adverse Reactions Precautions Drug Interactions
Pidotimod
Pidotimod structure
CAS No.
121808-62-6
Chemical Name:
Pidotimod
Synonyms
Axil;Onaka;Adimod;pgt/1a;PoliMod;PIDOTIMOD;Pidomomod;Pidolimod;Pidotomod;Pidotimod>
CBNumber:
CB9745917
Molecular Formula:
C9H12N2O4S
Formula Weight:
244.27
MOL File:
121808-62-6.mol

Pidotimod Properties

Melting point:
194-198°C (dec.)
alpha 
D25 -150° (c = 2 in 5N HCl)
Boiling point:
663.0±55.0 °C(Predicted)
Density 
1.53
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
form 
powder
pka
3.03(at 25℃)
color 
white to beige
optical activity
[α]/D -135 to -155°, c = 1 in 6 M HCl
Merck 
14,7419
CAS DataBase Reference
121808-62-6(CAS DataBase Reference)
FDA UNII
785363R681
ATC code
L03AX05
SAFETY
  • Risk and Safety Statements
RTECS  XJ5426675
Toxicity LD50 in mice and rats (mg/kg): >4000 i.v.; >4000 i.m.; >8000 i.p.; >8000 orally (Coppi)

Pidotimod price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1335 Pidotimod ≥98% (HPLC) 121808-62-6 50mg $98.6 2021-12-16 Buy
Sigma-Aldrich SML1335 Pidotimod ≥98% (HPLC) 121808-62-6 250mg $387 2021-12-16 Buy
TCI Chemical P2147 Pidotimod >98.0%(HPLC)(T) 121808-62-6 5g $129 2021-12-16 Buy
TCI Chemical P2147 Pidotimod >98.0%(HPLC)(T) 121808-62-6 25g $325 2021-12-16 Buy
Cayman Chemical 18725 Pidotimod ≥98% 121808-62-6 5g $75 2021-12-16 Buy

Pidotimod Chemical Properties,Uses,Production

Immunomodulator

Pidotimod, chemical name (4R)-3-(5-oxo-L-prolyl)-1,3-thiazolidine-4-carboxylic acid, is a representative of synthetic immunostimulants, its structure is similar with dipeptide. Pidotimod has anti-toxicity, anti-oxidation, anti-irritation, anti-infectivity properties etc.; it can promote both innate immunity responses and adaptive immunity responses. Clinically it is mainly used to treat children with recurrent respiratory infections, chronic bronchitis, recurrent urinary tract infections, other chronic diseases caused by machine body with low immune function and to reduce the recurrence of tumor. Pidotimod can be rapidly absorbed, excreted with no accumulation in the body, with good tolerance and with no restriction on the age of patients.
Pidotimod was originally developed by Poli Industria Chimica S.p.A, Italy. It was listed in 1993 and put into clinical practice. In 2003 our country imported pidotimod oral solution. At present, there are few approved raw material manufacturers to produce pidotimod.
Immunomodulators are drugs that regulate the function of the immune system. Studies have found that some immunomodulators do not have effect on the normal immune system, but can enhance the function of the immune system and regulate the immune responses. Pidotimod is a synthetic immunosuppressive agent with dipeptide like structure, and promote both innate and adaptive immunity of the machine body. On the one hand, pidotimod can block phagocytosis of cyclophosphamide on phagocytic cells (monocyte/macrophage, neutrophils, and etc.) and the suppression effect of cyclophosphamide on the proliferation of lymphocyte, enhance the phagocytosis of phagocytic cells, increase the cell chemotaxis, enhance the sensitivity of B cells, produce more antibodies to against foreign bodies, especially increase the production of protective secretory IgA; activate the natural killer cell (NK) to regulate the balance of T cells in the immune system; stimulate the proliferation of B/T lymphocyte. On the other hand, by stimulating the production of cytokines, interleukin-2 and interferon-y, pidotimod can further promote the phagocytosis of phagocytic cells, the activation of lymphocyte and cellular immune response; correct the imbalance of CD4+/CD8+ ratio in pathological condition to regulate the body’s immune system to the steady state under normal physiological condition. Furthermore, pidotimod can enhance deficitary feedback mechanism between the hypothalamic-pituitary-adrenal (HPA) axis and interleukin-1 (IL-1). Further studies have shown that: pidotimod could reconstitute the cellularity of the pritoneum and of the spleens of mice immunodepressed by mPDN. Pidotimod stimulate production of cytokines and other effects, the mutual coordination and restraint of vary cytokines and immune cells to adjust the immune system disorder in pathological condition to the normal body immunity.
Function mechanism of pidotimod
Figure 1: Function mechanism of pidotimod
①: Pidotimod activates natural killer cells.
②: Pidotimod can correct the imbalance of CD+4/Cd+8 ratio.
③: Pidotimod can increase the activity of T cells and enhance the ability of T cells to eliminate virus.
④: Pidotimod can increase the level of IL/2 and IFN-γ in the immune response, enhance the body immunity.   
⑤: Pidotimod can promote the activity of macrophage.
⑥: Pidotimod can quickly increase the chemotaxis of neutrophils.

Physical and Chemical Properties

The chemical name of pidotimod is: (4R)-3-(5-oxo-L-prolyl)-1,3-thiazolidine-4-carboxylic acid. Its formula is C9H13N2O4S, molecular mass is 244.26 g/mol. It is a white odorless crystalline powder, soluble in water, almost insoluble in chloroform. Its melting point is: 192-198°C.

Synthesis Method

First L-cysteine (1) was reacted with formaldehyde to give L-thiazolidine-4-carboxylic acid (2). L-pyroglutamic acid (3) was reacted with pentachlorophenol in solvent N,N-dimethylformamide (DMF) and with the presence of a condensing agent dicyclohexylcarbodiimide (DCC) to give  L-pyroglutamic acid pentachlorophenyl ester (4). The compound (2) reacted with compound (4) in solvent DMF and with deacid agent triethylamine to give pidotimod after dehydration condensation.
Synthesis route of pidotimod
Figure 2: Synthesis route of pidotimod.

Clinical Applications

Applicable to patients with low immune function. It can be used to treat recurrent respiratory tract infection; infection in ear, nose, and throat; as adjuvant therapy for urogenital system infection; to treat virus infection, malignancies, and other chronic diseases.

Pharmacokinetics

This product can be taken orally, the bioavailability is 35%. Food intake might affect the absorbance of this drug. 2 hours after oral administration the peak of pidotimod concentration in plasma is reached. The plasma protein binding rate of pidotimod is very low and it is barely metabolized in body, and almost excreted as unmodified drug in the urine. The half life of pidotimod is 4 hours.
The physical and chemical properties, synthesis method, clinical applications, adverse reactions etc. are edited by the editor Dongfang of Chemicalbook. (2016-01-13)

Adverse Reactions

Occasionally observed headaches, dizziness, nausea, vomiting, diarrhea, rash etc.
Toboos: Allergic to this product disabled.

Precautions

Drug Interactions

Avoid taking this drug when taking meals. It can be taken either before meals or 2 hours after the meal.

Description

Pidotimod, a dipeptide immunomodulating agent, has been introduced as immunostimulant therapy in patients with cell-mediated immunosuppression during respiratory or urinary tract infections. Its mode of action on the immune system is by activation of T-lymphocytes via interleukin (IL)-2 stimulation and macrophages via activation of superoxide dismutase and chemotaxis. In mice, treatment with pidotimod causes significant increase in the natural killer cell activity that may play an important role in immunosurveillance against tumors and in physiological homeostasis. Pidotimod can reverse the immunosuppression caused by surgical stress and has antiinflammatory, antioxidant, and antiaging properties. It has also been reported to provide protection from bacterial infections in mice.

Chemical Properties

White Solid

Originator

Poli (Italy)

Uses

Immunostimulant used in patients with cell-mediated immunodepression.

Uses

immune stimulant

brand name

Polimod; Pigitil; Axil; Onaka

Pidotimod synthesis

135124-63-9
121808-62-6
Synthesis of Pidotimod from Pidotimod Impurity 2

Pidotimod Preparation Products And Raw materials

Raw materials

Preparation Products


Pidotimod Suppliers

Global( 327)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1011 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 5942 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6369 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460
faith@widelychemical.com CHINA 743 58

View Lastest Price from Pidotimod manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-21 Pidotimod
121808-62-6
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
2022-01-20 Pidotimod
121808-62-6
US $100.00 / KG 1KG 99 5tons Shanxi Naipu Import and Export Co.,Ltd
2021-10-20 Pidotimod
121808-62-6
US $121.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd

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