Indications and Usage Mechanisms of Action Adverse Effects
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Oxaliplatin

Indications and Usage Mechanisms of Action Adverse Effects
Product Name
Oxaliplatin
CAS No.
61825-94-3
Chemical Name
Oxaliplatin
Synonyms
1-ohp;Eloxatin;L-OHP;oxaliplatino;ι-OHP;JM-83;Elplat;Dacplat;Lipoxal;P-54780
CBNumber
CB1217931
Molecular Formula
C8H12N2O4Pt
Formula Weight
395.28
MOL File
61825-94-3.mol
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Oxaliplatin Property

alpha 
+74.5-78.0 (D/20)(c=0.5,H2O)
storage temp. 
2-8°C
solubility 
Slightly soluble in water, very slightly soluble in methanol, practically insoluble in anhydrous ethanol.
form 
solid
Water Solubility 
Soluble in water with heating and/or sonication
Merck 
14,6912
Stability:
Stable. Store cool. Incompatible with oxidizing agents.
InChIKey
ZROHGHOFXNOHSO-BNTLRKBRSA-L
CAS DataBase Reference
61825-94-3
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-40-42/43
Safety Statements 
26-36
RIDADR 
2811
WGK Germany 
3
RTECS 
TP2275850
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
28439000
Toxicity
LD50 intraperitoneal in mouse: 19800ug/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H340May cause genetic defects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O9512
Product name
Oxaliplatin
Purity
solid
Packaging
5mg
Price
$106
Updated
2021/12/16
Sigma-Aldrich
Product number
1481204
Product name
Oxaliplatin
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$1880
Updated
2021/12/16
Sigma-Aldrich
Product number
PHR1528
Product name
Oxaliplatin
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
200mg
Price
$252
Updated
2021/03/22
Sigma-Aldrich
Product number
Y0000271
Product name
Oxaliplatin
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000271
Price
$190
Updated
2020/08/18
TCI Chemical
Product number
O0372
Product name
Oxaliplatin
Packaging
100mg
Price
$166
Updated
2021/12/16
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Oxaliplatin Chemical Properties,Usage,Production

Indications and Usage

Oxaliplatin, also called Eloxatin or Eloxatine, is a platinum derivative.
Used clinically to treat patients with metastatic colorectal cancer after failure of fluorouracil treatment, can be used alone or in combination with 5-fluorouracil. It is the third-generation platinum antitumor compound after cisplatin and carboplatin, and so far the only platinum-based drug with significant effectiveness against colorectal cancer. It also inhibits proliferation of ovarian cancer and melanoma cell lines.

Mechanisms of Action

Acts on DNA through production of alkylating conjugates, inhibiting its synthesis and reproduction by forming interchain and intrachain cross-links.

Adverse Effects

  • Hematopoietec system: Oxaliplatin has a certain blood toxicity. When used alone, it can cause the following adverse effects: anemia, leukopenia, neutropenia, thrombocytopenia, sometimes reaching grade 3 or 4. Increases hematologic toxicities such as neutropenia and thrombocytopenia when combined with 5-fluorouracil.
  • Digestive system: can cause nausea, vomiting, and diarrhea when used alone. These symptoms can sometimes be very serious. These side effects are significantly exacerbated when used in combination with 5-fluorouacil. Use of prophylactic and/or therapeutic antiemetic drugs is recommended.
  • Nervous system: Peripheral sensory neuropathy characterized by peripheral neuritis. Sometimes associated with convulsions and sensory disturbances in the mouth, upper respiratory tract, and upper GI tract.

Description

Oxaliplatin is a platinum-containing DNA-crosslinking agent. It induces the formation of DNA inter- and intrastrand crosslinks and DNA-protein crosslinks, inhibits DNA and RNA synthesis, and induces apoptosis in cancer cells. Oxaliplatin is cytotoxic to cisplatin-sensitive A2780(1A9) and KB-3-1 cells and cisplatin-resistant A2780-E(80) and KB-CP20 cells (IC50s = 0.12, 0.39, 4.7, and 2.7 μM, respectively). It reduces tumor growth in an HCCLM3 mouse xenograft model when administered at doses of 5 or 10 mg/kg once per week. Formulations containing oxaliplatin have been used in the treatment of advanced colorectal cancer and as an adjuvant in stage III colon cancer.

Description

Eloxatin was launched in France for second-line treatment of metastatic colorectal cancer. Oxaliplatin is a second generation platinum drug prepared in three steps from either k2tCl4 or K2Ptl4. It has an antitumor spectrum similar to cisplatin, however, it is more effective against L1210 leukemia and cisplatin resistant L1210. It is also effective against B16 melanoma but has a dose limiting toxicity of peripheral sensory neuropathy that is reversible upon cessation of the drug. The (R,R)- enantiomer has greater activity than the (S,S)-isomer but this is tumor line dependent, e.g., there was no difference found for P-388 or Sarcoma 180. Clinical drug administration based on circadium timing showed it was better tolerated when given 16 h after the onset of light. Oxaliplatin binds to guanineN7 and can lead to bidentate chelation that results in the bending of DNA. This feature is recognized by high mobility group proteins (HMG) which impedes repair reactions and stops replication and transcription.

Chemical Properties

White Crystalline Solid

Originator

Bebiopharm (Switzerland)

Uses

Third generation platinum complex. An antitumor agent with activity against colorectal cancer. Cytotoxicity follows the formation of adducts with DNA. Antineoplastic.

Uses

vasodilator

Uses

A potent anti-neoplastic agent that binds to DNA and shows efficacy in Cisplatin resistant cell lines

Uses

Oxaliplatin is a platinum-based antineoplastic agent that functions by forming DNA adducts specifically in cancer cells, preventing DNA replication and transcription which leads to cell death. Oxaliplatin has cytotoxic effects in a broad range of cell lines, including colon, ovarian, and lung cancer, with IC50 values ranging from 0.5-240, 0.12-19.8, and 2.6-6.1 μM, respectively. Through its general cytotoxic effects, oxaliplatin has anti-tumor activity against advanced colorectal cancer and is typically administered with fluorouracil and leucovorin in a combination known as FOLFOX.

Uses

A antitumor agent with activity against colorectal cancer. Cytotoxicity follows the formation of adducts with DNA

brand name

Eloxatin (Sanofi Aventis).

General Description

Oxaliplatin is available in 50- and 100-mg vials for IV administrationin the treatment of ovarian cancer, metastaticcolorectal cancer, and early stage colon cancer in combinationwith 5-fluorouracil/leucovorin. The activation of theagent occurs in low-chloride environments to give theaquated species, which subsequently reacts with DNA in amanner similar to cisplatin. The mechanisms of resistance aresimilar for the two agents; however, oxaliplatin is not recognizedby MMR enzymes and does not show cross-resistancewith cisplatin. The agent is widely distributed, highly proteinbound (85%–88%), and irreversibly binds to erythrocytes.Numerous metabolites have been identified many of whichare produced as a result of nonenzymatic processes and includechloro-, dichloro-, monoaquo-, and diaquo-species.The parent and metabolites are eliminated primarily in theurine with a long terminal elimination half-life of 240 hours.Neurotoxicity is dose limiting and normally presents as peripheralneuropathy, which may be exacerbated by exposureto low temperatures. The neurotoxicity is normally reversiblein contrast to that seen with cisplatin, which may be irreversible.Other adverse effects include nausea, vomiting, diarrhea,myelosuppression, and hypersensitivity reactions.Ototoxicity and renal toxicity occur only rarely in contrast tocisplatin.

Biological Activity

Antitumor agent that forms platinum-DNA adducts. Causes intra- and interstrand DNA crosslinks blocking DNA replication and transcription. Displays higher cytotoxicity and lower nephrotoxicity than analog cisplatin (cis-Diaminodichloroplatinum ) and shows antitumor activity in cell lines with acquired cisplatin resistance.

Biochem/physiol Actions

Oxaliplatin a platinum analogue, causes DNA damage and cell death by binding to DNA and forming inter and intrastrand crosslinks preventing replication and transcription. Oxaliplatin is an anti-tumor agent with activity against colorectal cancer; cytotoxicity follows the formation of adducts with DNA. Oxaliplatin is an approved drug for treating colorectal cancer. It is an active ingredient in FOLFOX (Folinic acid:5-FU:oxaliplatin in the ratio 1:10:1 of micromolar concentrations respectively). Oxaliplatin causes both acute and chronic neurotoxicity in patients in a dose dependent manner and is reversible either by reducing or stopping the drug.

Safety Profile

A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and Pt.

Oxaliplatin Preparation Products And Raw materials

Raw materials

Preparation Products

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Oxaliplatin Suppliers

Jinan Yuantai Pharmaceutical Co.,Ltd
Tel
0531-69959492 18560053868
Fax
0531-69959492
Email
85633700@qq.com
Country
China
ProdList
80
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55
Target molecule Corp.
Tel
857-239-0968
Fax
857-239-8801
Email
service1@targetmol.com
Country
United States
ProdList
2560
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60
Jiangsu Yew Pharmaceutical Co., Ltd.
Tel
18921335032
Country
China
ProdList
66
Advantage
58
Guangzhou Tomums Life Science Co., Ltd.
Tel
020-31155029 18902330969
Fax
020-31155029
Email
sales@tomums.cn
Country
China
ProdList
4701
Advantage
58
Shandong Platinum Pharmaceutical Co., Ltd.
Tel
0531-69954981 88963280 15666777973
Fax
0531-88964879
Email
sales@boyuanpharm.com
Country
China
ProdList
165
Advantage
58
Jinan Sunshine Pharmaceutical Co.,Ltd.
Tel
531-82812892
Fax
0531-82812892
Email
sunshinepharm0531@163.com
Country
China
ProdList
70
Advantage
58
Hubei Kele Fine Chemical Co., Ltd
Tel
027-59101668 19945030958
Fax
027-59101668
Email
2881924765@qq.com
Country
China
ProdList
7895
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Sichuan Ruibo Technology Co., Ltd
Tel
+86-817-5586080
Fax
+86-817-5527378
Country
China
ProdList
42
Advantage
69
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
18621169107
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40310
Advantage
62
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View Lastest Price from Oxaliplatin manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
Oxaliplatin 61825-94-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-07-07
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Oxaliplatin 61825-94-3
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-16
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
Product
Oxaliplatin 61825-94-3
Price
US $25.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5t
Release date
2021-12-24

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