Oxaliplatin supplier | CasNO.61825-94-3

Name
Oxaliplatin
EINECS 274-613-9
CAS No. 61825-94-3
Article Data22
CAS DataBase
Density
Solubility Soluble in water with heating and/or sonication
Melting Point
Formula C₈H₁₄N₂O₄Pt
Boiling Point 193.6oC at 760 mmHg
Molecular Weight 397.29
Flash Point 75oC
Transport Information UN 2811
Appearance White crystalline solid
Safety 26-36
Risk Codes 36/37/38-40-42/43
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Eloxatin;1-OHP;(1R,2R)-cyclohexane-1,2-diamine; oxalic acid; platinum(+2) cation;Eloxatin (TN);Trans-l-diaminocyclohexane oxalatoplatinum;Platinum, (1,2-cyclohexanediamine-N,N)(ethanedioato(2-)-O,O-, (SP-4-2-(1R-trans))-;Platinum, [ (1R,2R)-1,2-cyclohexanediamine-.kappa.N, .kappa.N][ethanedioato(2-)-.kappa.O1,.kappa.O2]-,(SP-4-2)-;(SP-4-2-(1R-trans))-(1,2-Cyclohexanediamine-N,N)(ethanedioato(2-)-O,O)platinum;RP 54780;Oxalatoplatinum;Oxaliplatin EP5;
PSA 104.64000
LogP 0.61450

Synthetic route

: cis-diacetato-trans-l-diaminocyclohexane platinum(II)

: 583-52-8
potassium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water at 60 - 70℃; for 5 - 6h; Product distribution / selectivity; Heating / reflux;	67%

: cis-diacetato-trans-l-1,2-diaminocyclohexane platinum(II)

: 583-52-8
potassium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water for 5 - 6h; Product distribution / selectivity; Heating / reflux;	67%

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
Stage #1: (1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II) With water; silver nitrate at 20 - 45℃; for 2.08333h; Stage #2: oxalic acid With potassium hydroxide In water at 20℃; for 4h; pH=2.9; Product distribution / selectivity;	62.9%
Stage #1: (1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II) With silver nitrate In water at 20℃; for 70h; Stage #2: With tetraethylammonium iodide In water for 16h; Stage #3: oxalic acid In water for 4h;	54%
Stage #1: (1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II) With water; silver nitrate at 20℃; for 70h; Stage #2: oxalic acid In water at 20℃; for 4h; Product distribution / selectivity;	40.3%

: (trans-(R,R)-1,2-diaminocyclohexane)diiodoplatinum(II)

: 583-52-8
potassium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
Stage #1: trans-(R,R)-(1,2-diaminocyclohexane)diiodoplatinum(II) With acetic acid; silver(l) oxide In water at 80 - 90℃; for 4h; Stage #2: potassium oxalate In water at 60℃; for 5h; Product distribution / selectivity;	60%

: 61848-66-6
(1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II)

: 33081-83-3
bis(tetrabutylammonium)oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In i-Amyl alcohol; water at 85 - 88℃; for 8 - 10h; Product distribution / selectivity;	50%

: 61848-66-6
(1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II)

: 7732-18-5
water

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

: C12H28N4O2Pt2

Conditions

Conditions	Yield
Stage #1: (1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II); water With silver nitrate at 20℃; for 48h; Stage #2: oxalic acid In water at 20℃; for 4h; Product distribution / selectivity;	A 44.1% B n/a

...Expand

: 61848-66-6
(1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II)

: 15843-43-3, 31038-77-4
silver oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water	41%

: cis-dichloro-trans-l-1,2-diaminocyclohexane platinum(II)

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With silver(l) oxide In water at 60 - 100℃; for 13 - 14h; Product distribution / selectivity;	38%

: 61848-66-6
(1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II)

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With silver(l) oxide In water at 60 - 100℃; for 13 - 14h; Product distribution / selectivity;	38%

: [Pt((1R,2R)-(-)-1,2-diaminocyclohexane)(H2O)2]SO4

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With sodium hydroxide at 20℃; for 20h; pH=6;	35%
With sodium hydroxide at 20℃; for 20h; pH=6;	33%

: cis-diiodo-trans-l-1,2-diaminocyclohexane platinum(II)

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With silver(l) oxide In water at 90 - 100℃; for 10 - 12h; Product distribution / selectivity;	30%

: (trans-(R,R)-1,2-diaminocyclohexane)diiodoplatinum(II)

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With silver(l) oxide In water at 90 - 100℃; for 10 - 12h; Product distribution / selectivity;	30%

: 10025-99-7
potassium tetrachloroplatinate(II)

: 144-62-7
oxalic acid

: trans-1,2-cyclohexanediamine

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With potassium iodide; silver(l) oxide In water at 90 - 100℃; for 10 - 12h; Product distribution / selectivity;	20%

...Expand

: 10025-99-7
potassium tetrachloroplatinate(II)

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With silver(l) oxide In water at 90 - 100℃; for 10 - 12h;	20%

...Expand

: potassium platinum(II) oxalate

: trans-1,2-cyclohexanediamine

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With acetic acid In water at 90℃; for 6h; pH=6.6 - 7.5; Product distribution / selectivity;	15%
In water; acetone at 95℃; for 1.5h; Product distribution / selectivity;	15%

: cis-bis(methanesulphonato)-trans-l-1,2-diaminocyclohexane platinum(II)

: 583-52-8
potassium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water for 6h; Product distribution / selectivity; Heating / reflux;

: C6H18N2O2Pt(2+)*2NO3(1-)

: 1113-38-8
ammonium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water at 45℃; for 8h;

: 2CH3O3S(1-)*C6H18N2O2Pt(2+)

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
Product distribution / selectivity;

: [Pt(OH)2(trans-(1R,2R)-diaminocyclohexane)]

: 144-62-7
oxalic acid

: 61825-94-3
oxaliplatin

: C12H28N4O2Pt2

Conditions

Conditions	Yield
In water at 20℃; for 4h; Product distribution / selectivity;

...Expand

: 61848-66-6
(1R,2R)-1,2-diaminocyclohexanedichloroplatinum(II)

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
purifn. by HPLC; elem.anal.;;

: platinum(IV)Cl2 oxalate (1R, 2R-cyclohexandiamine)

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water at room temp. in sunlight; chromy.; UV;
With ascorbic acid In water at room temp. in the dark; chromy.; UV;

: [Pt(OH)2(trans-(1R,2R)-diaminocyclohexane)]

: 62-76-0
sodium oxalate

: 61825-94-3
oxaliplatin

: C12H28N4O2Pt2

Conditions

Conditions	Yield
at 20℃; for 2 - 4h; pH=12; Product distribution / selectivity; Absence of light;

...Expand

: [Pt(OH)2(trans-(1R,2R)-diaminocyclohexane)]

: 61825-94-3
oxaliplatin

: C12H28N4O2Pt2

Conditions

Conditions	Yield
With oxalic acid In water for 4h; Product distribution / selectivity;

: cis-bismethanesulphonato-trans-l-1,2-diaminocyclohexane platinum(II)

: 583-52-8
potassium oxalate

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In water for 6h; Product distribution / selectivity; Heating / reflux;

: bis(3-carboxypropanoato)(trans-1R,2R-diaminocyclohexane)oxalatoplatinum(IV)

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
In aq. phosphate buffer pH=7; Electrochemical reaction;

: C76H124N6O14Pt

: 61825-94-3
oxaliplatin

B: 1239481-01-6
C34H56N2O5

Conditions

Conditions	Yield
With sodium L-ascorbate In water

: C15H26N2O8Pt

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With C49H42N7Ru(3+)*3F6P(1-); water-d2 for 1h; Irradiation;

: phorbiplatin

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With sodium L-ascorbate In N,N-dimethyl-formamide; acetonitrile for 0.166667h; pH=7.4; Mechanism; Irradiation;

: C43H50N6O9Pt

: 61825-94-3
oxaliplatin

B: pyropheophorbide a acid

Conditions

Conditions	Yield
With sodium L-ascorbate In N,N-dimethyl-formamide for 0.166667h; pH=7.4; Mechanism; Irradiation;

: t-[Pt(DACH)(ox)(OOCCH2CH2CH2CH2CH2CH2CH3)(OOCCH3)]

: 61825-94-3
oxaliplatin

Conditions

Conditions	Yield
With sodium L-ascorbate In aq. phosphate buffer at 37℃; under 760.051 Torr; pH=7.4; Kinetics; Darkness;

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: [Pt(1,2-diaminocyclohexane)(OH)2(ox)]

Conditions

Conditions	Yield
for 12h;	94%

: 61825-94-3
oxaliplatin

: 64-17-5
ethanol

: 7722-84-1
dihydrogen peroxide

: c,c,t-(1R,2R-diaminocyclohexane)oxalatoethoxidohydroxoplatinum(IV)

Conditions

Conditions	Yield
In water at 70℃; for 5h;	92%

...Expand

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: [(1R,2R)-cyclohexane-1,2-diamine-N,N']dihydroxidooxalato-platinum(IV),trans-[Pt(OH)2(ox)(R,R-chxn)]

Conditions

Conditions	Yield
In water at 50℃; for 1h;	90%
In water at 20℃; for 24h; Darkness;	89%
In water at 70℃; for 5h;	80.6%

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: (SP-4-2)-(trans-R,R-cyclohexane-1,2-diamine)dihydroxo(oxalato) platinum(IV)

Conditions

Conditions	Yield
In water at 50℃; for 5h; Darkness;	90%
In water at 60 - 65℃; Darkness;	74%
In water at 60℃; for 4h;	71%

: 61825-94-3
oxaliplatin

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

: [(1R,2R)-cyclohexane-1,2-diamine-N,N']dihydroxidooxalato-platinum(IV),trans-[Pt(OH)2(ox)(R,R-chxn)]

Conditions

Conditions	Yield
at 50℃; for 1h;	90%

...Expand

: 61825-94-3
oxaliplatin

: 128-09-6
N-chloro-succinimide

: 7732-18-5
water

: hydroxychlorooxaliplatin(IV)

Conditions

Conditions	Yield
at 20℃; for 3h; Darkness;	89.3%
at 20℃; Inert atmosphere;	89.2%
at 60℃; Darkness;	89%

...Expand

: 61825-94-3
oxaliplatin

: 128-09-6
N-chloro-succinimide

: trans-Pt(IV)Cl2(oxalato)(l-1,2-cyclohexanediamine)

Conditions

Conditions	Yield
In ethanol for 8h; Darkness; Reflux;	89%

: 61825-94-3
oxaliplatin

: 516-12-1
N-iodo-succinimide

: trans-[Pt(trans-(1R, 2R)-1,2-cyclohexanediammine)(oxalate)(C4H4NO2)l]

Conditions

Conditions	Yield
In ethanol at 20℃; for 8h; Darkness;	84%

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: 79-08-3
bromoacetic acid

: 2-bromoaceto-[(1R,2R)-cyclohexane-1,2-diamine-N,N']hydroxidooxalatoplatinum(IV)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 1h;	83%

...Expand

: 61825-94-3
oxaliplatin

: 128-08-5
N-Bromosuccinimide

: 7732-18-5
water

: trans-[Pt(trans-(1R,2R)-1,2-cyclohexanediammine)(oxalate)(OH)Br]

Conditions

Conditions	Yield
at 20℃; for 12h;	81%

...Expand

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: 111263-58-2, 111321-67-6, 111321-78-9, 198292-19-2
cis-oxalic acid (trans-1,2-cyclohexanediamine)dihydroxyplatinum(II)

Conditions

Conditions	Yield
at 50℃;	81%

: 108-30-5
succinic acid anhydride

: 61825-94-3
oxaliplatin

: C16H24N2O12Pt

Conditions

Conditions	Yield
Stage #1: oxaliplatin With dihydrogen peroxide In water at 20 - 50℃; for 27h; Darkness; Stage #2: succinic acid anhydride In N,N-dimethyl-formamide at 50℃; for 24h; Darkness;	80%

: 61825-94-3
oxaliplatin

: 123-62-6
propionic acid anhydride

: C15H26N2O8Pt

Conditions

Conditions	Yield
Stage #1: oxaliplatin With dihydrogen peroxide In water at 20 - 50℃; for 27h; Stage #2: propionic acid anhydride In N,N-dimethyl-formamide at 50℃; for 20h; Darkness;	80%

: 61825-94-3
oxaliplatin

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

: (SP-4-2)-(trans-R,R-cyclohexane-1,2-diamine)dihydroxo(oxalato) platinum(IV)

Conditions

Conditions	Yield
at 60℃; for 4h;	78%
at 60℃; for 4h;	76%
at 40℃; for 18h;

...Expand

: 108-30-5
succinic acid anhydride

: 61825-94-3
oxaliplatin

: C14H22N2O10Pt

Conditions

Conditions	Yield
Stage #1: oxaliplatin With dihydrogen peroxide; acetic acid at 20℃; for 24h; Darkness; Stage #2: succinic acid anhydride In N,N-dimethyl-formamide at 50℃; for 24h; Darkness;	76%

: 61825-94-3
oxaliplatin

: 10102-44-0
Nitrogen dioxide

: 7647-14-5
sodium chloride

: (trans-l-1,2-diaminocyclohexane)oxalatochloronitroplatinum(IV)

Conditions

Conditions	Yield
In water; acetone at 20℃; for 11.25h;	75%

...Expand

: 61825-94-3
oxaliplatin

: 7722-84-1
dihydrogen peroxide

: 64-19-7
acetic acid

: (OC-6-44)-acetato[(1R,2R)-cyclohexane-1,2-diamine]hydroxidooxalatoplatinum(IV)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 48h; Darkness;	75%
In water at 20℃; for 19h; Darkness;

...Expand

: 61825-94-3
oxaliplatin

: 10102-44-0
Nitrogen dioxide

: 7647-15-6
sodium bromide

: (trans-l-1,2-diaminocyclohexane)oxalatobromonitroplatinum(IV)

Conditions

Conditions	Yield
In water; acetone at 20℃; for 18.7833h;	74%

...Expand

: 61825-94-3
oxaliplatin

: 128-08-5
N-Bromosuccinimide

: trans-[Pt(trans-(1R,2R)-1,2-cyclohexanediammine)(oxalate)Br2]

Conditions

Conditions	Yield
In ethanol at 20℃; for 12h;	71%

: 79-21-0
peracetic acid

: 61825-94-3
oxaliplatin

: (OC-6-44)-acetato[(1R,2R)-cyclohexane-1,2-diamine]hydroxidooxalatoplatinum(IV)

Conditions

Conditions	Yield
With acetic acid for 24.5h;	66%

: 61825-94-3
oxaliplatin

: (SP-4-2)-(trans-R,R-cyclohexane-1,2-diamine)dihydroxo(oxalato) platinum(IV)

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 50℃; for 3h; Inert atmosphere;	64.3%
With dihydrogen peroxide In water at 30℃; for 12h; Darkness;
With dihydrogen peroxide In water at 60 - 70℃; for 4h; Inert atmosphere;

: 61825-94-3
oxaliplatin

: 79-08-3
bromoacetic acid

: di-2-bromoacetato[(1R,2R)-cyclohexane-1,2-diamine-N,N']oxalatoplatinum(IV)

Conditions

Conditions	Yield
With dihydrogen peroxide In tetrahydrofuran at 20℃; for 24h;	53%

Oxaliplatin Chemical Properties

Oxaliplatin is a platinum-based chemotherapy drug in the same family as cisplatin and carboplatin. Compared to cisplatin the two amine groups are replaced by cyclohexyldiamine for improved antitumour activity. The chlorine ligands are replaced by the oxalato bidentate derived from oxalic acid in order to improve water solubility.
Product Name: Oxaliplatin (CAS NO.61825-94-3)

Molecular Formula: C₈H₁₄N₂O₄Pt
Molecular Weight: 397.29g/mol
Mol File: 61825-94-3.mol
Appearance: White Crystalline Solid
Boiling point: 193.6 °C at 760 mmHg
Flash Point: 75 °C
Stability: Stable. Store cool. Incompatible with oxidizing agents.
Enthalpy of Vaporization: 42.98 kJ/mol
Vapour Pressure: 0.46 mmHg at 25°C
H-Bond Donor: 2
H-Bond Acceptor: 6
Structure Descriptors of Oxaliplatin (CAS NO.61825-94-3):
IUPAC Name: (1R,2R)-cyclohexane-1,2-diamine; oxalate; platinum(4+)
Canonical SMILES: C1CCC(C(C1)N)N.C(=O)(C(=O)[O-])[O-].[Pt+4]
Isomeric SMILES: C1CC[C@H]([C@@H](C1)N)N.C(=O)(C(=O)[O-])[O-].[Pt+4]
InChI: InChI=1S/C6H14N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);/q;;+4/p-2/t5-,6-;;/m1../s1
InChIKey: PCRKGXHIGVOZKB-BNTLRKBRSA-L
Product Categories: Pharmaceutical material and intermeidates; Active Pharmaceutical Ingredients; Antineoplastic; Intermediates & Fine Chemicals; Pharmaceuticals

Oxaliplatin History

Oxaliplatin was discovered in 1976 at Nagoya City University in Japan by Professor Yoshinori Kidani, who was granted U.S. Patent 4,169,846 over the drug in 1979. Oxaliplatin was subsequently in-licensed by Debiopharm, a Swiss drug company headquartered in Lausanne and developed as an advanced colorectal cancer treatment. Debio licensed the drug to Sanofi-Aventis in 1994. Eloxatin gained European approval in 1996 (firstly in France) and approval by the U.S. Food and Drug Administration (FDA) in 2002.

Oxaliplatin Uses

It is typically administered in combination with fluorouracil and leucovorin in a combination known as FOLFOX for the treatment of colorectal cancer.

Oxaliplatin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	19800ug/kg (19.8mg/kg)		Drugs of the Future. Vol. 14, Pg. 529, 1989.
rat	LD50	intraperitoneal	14300ug/kg (14.3mg/kg)		Drugs of the Future. Vol. 14, Pg. 529, 1989.

Oxaliplatin Safety Profile

Safety Information of Oxaliplatin (CAS NO.61825-94-3):
Hazard Codes: Xn Harmful ,Xi Irritant
Risk Statements: 36/37/38-40-42/43
R36/37/38:Irritating to eyes, respiratory system and skin.
R40:Limited evidence of a carcinogenic effect.
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
RTECS: TP2275850
HazardClass: 6.1(a)
PackingGroup: II

Oxaliplatin Specification

Oxaliplatin , its CAS NO. is 61825-94-3, the synonyms are (SP-4-2-(1R-trans))-(1,2-Cyclohexanediamine-N,N')(ethanedioato(2-)-O,O')platinum ; Dacplat ; Eloxatin ; Elplat ; JM-83 ; Lipoxal ; Oxalato(1R,2R-cyclohexanediammine)platinum(II) ; Oxalato(trans-(-)-1,2-cyclohexanediamine)platinum(II) ; Oxalato(trans-1-1,2-cyclohexanediamine)platinum(II) ; Oxalatoplatinum ; UNII-04ZR38536J ; cis-((1R,2R)-1,2-Cyclohexanediamine-N,N')(oxalato(2-)-O,O')platinum ; trans-l-Diaminocyclohexane oxalatoplatinum ; Platinum, ((1R,2R)-1,2-cyclohexanediamine-.kappa.N,.kappa.N')(ethanedioato(2-)-kappaO1,kappaO2)-, (SP-4-2)- ; Platinum, (1,2-cyclohexanediamine-N,N')(ethanedioato(2-)-O,O')-, (SP-4-2-(1R-trans))- .

Product Name

Oxaliplatin

Synthetic route

Oxaliplatin Chemical Properties

Oxaliplatin History

Oxaliplatin Uses

Oxaliplatin Toxicity Data With Reference

Oxaliplatin Safety Profile

Oxaliplatin Specification

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