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Platinum, diammine[1,1-cyclobutanedicarboxylato(2-)-O,O']-, (SP-4-2)-

HCID 498142
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
41575-94-4
Standard SMILES
O=C(O)C1(C(=O)O)CCC1.[NH2-].[NH2-].[Pt]
InChIKey
AGFVQCSHMSTFBV-UHFFFAOYSA-N
Molecular formula
C6H12N2O4Pt-2
Average molar mass
371.25 g/mol
Monoisotopic mass
371.044501

Names & identifiers

Preferred name
Platinum, diammine[1,1-cyclobutanedicarboxylato(2-)-O,O']-, (SP-4-2)-
IUPAC
azanide;cyclobutane-1,1-dicarboxylic acid;platinum
English name
Carboplatin
Molecular formula
C6H12N2O4Pt
Molecular weight
371.25

Names & synonyms

Carboplatin (USAN)Platinum, diammine[1,1-cyclobutanedicarboxylato(2-)-O,O']-, (SP-4-2)-7,7-diamino-[?]spiro[3.5]nonane-5,9-dioneazanide;cyclobutane-1,1-dicarboxylic acid;platinumPlatinum(II), (1, 1-cyclobutanedicarboxylato)diammine-, cis-Platinum, {diammine[1,1-cyclobutanedicarboxylato(2-)-O,O']-,} (SP-4-2)-Platinum, diamine(1, 1-cyclobutanedicarboxylato(2-)-O,O')-, (SP-4-2)-PARAPLATINcbdcaCarboplat1,1-cyclobutanedicarboxylatediammineplatinum(ii)Platinum, diammine[1,1-cyclobutanedi(carboxylato-kO)(2-)]-, (SP-4-2)-
Show more names
JM-8ErcarCarbopLFITC-CBPNSC-17102

Database identifiers

CAS
41575-94-4

Properties

Computed structural properties

Topological polar surface area
76.6 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
6
Rotatable bonds
0
Heavy atoms
13
Formal charge
-2
Complexity
177

Physicochemical properties

Melting point
228 · 228-230°C
storage temp.
2 · 2-8°C
solubility
Sparingly soluble in water, very slightly soluble in acetone and in ethanol (96 per cent).
form
crystal
color
white
Water Solubility
Soluble in water.
Merck
14 · 14,1822
Stability
Stable. Incompatible with strong oxidizing agents.
InChI
InChI=1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2
InChIKey
OLESAACUTLOWQZ-UHFFFAOYSA-L
SMILES
C12(CCC1)C(=O)O[Pt]OC2=O.N.N
NCI Dictionary of Cancer Terms
carboplatin
FDA UNII
3 F62OND5 · BG3F62OND5
NCI Drug Dictionary
carboplatin
ATC code
1 XA02 · L01XA02
Proposition 65 List
Carboplatin

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
rtecs
TP2300000
ridadr
2811
hs_code
28439000
Toxicity
LD50 in mice (mg/kg): 150 i.p., 140 i.v.; in rats (mg/kg): 85 i.v. (Lelieveld)
risk_code
46-61-20/21/22-42/43-20/21
Signal word
Danger
Symbol(GHS)
GHS07,GHS08
hazard_code
T
safety_code
53-22-26-36/37/39-45
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements
H302+H312+H332-H317-H334-H340-H360
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralMuta. 1BRepr. 1BResp. Sens. 1Skin Sens. 1
Precautionary statements
P201-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
Hazardous Substances Data
41575-94-4(Hazardous Substances Data)

Chemistry & industry

Applications · 7 items

DescriptionCarboplatin (Brand name: Paraplatin) is a kind of chemotherapy medication used for the treatment of a series of cancers. It can be used for the treatment of various kinds of cancers including ovarian cancer, lung cancer, head and neck cancer, brain cancer, and neuroblastoma. Moreover, it may also be used for treating some types of testicular cancer. Carboplatin belongs to a kind of alkylating agent. It takes effect through three major mechanisms: (1) Attach the alkyl groups to the DNA bases, further causing DNA fragmentation so that DNA replication is inhibited; (2) Cause DNA damage through inducing the formation of cross-links which prevents DNA from being separated for synthesis or transcription; (3) Induce mispairing of the nucleotides leading to mutations.

UsesCarboplatin is a second-generation platinum compound analog with established activity against a broad spectrum of solid tumors including brain tumors, neuroblastoma, rhabdomyosarcoma, and germ cell tumors. It is commonly used for pediatric cancer and approximately one-third of children with solid tumor are estimated to receive carboplatin at some point during their treatment.

DescriptionCarboplatin is a second generation, platinum-containing antineoplastic agent with significantly reduced nephro-, neuro-, and ototoxicity in comparison to cisplatin. It is effective in the treatment of advanced ovarian carcinoma of epithelial origin and small cell carcinoma of the lung.

Usesantitumor agent,

UsesData on carboplatin production have not been found. Carboplatin is used in chemotherapy to treat cancer, and more particularly to treat cancer of ovary, embryonal carcinoma of the testis, microcellular carcinoma of the lung, neuroblastoma, and squamous cell carcinomas of the head and neck.

UsesAnalog of Cisplatin with reduced nephrotoxicity. Antineoplastic

General DescriptionCarboplatin is available in 50-, 150-, and 450-mg vials for IVadministration in the treatment of ovarian cancer, bladdercancer, germ cell tumors, head and neck cancers, small celllung cancer, and NSCLC. Activation of the agent occurs byaquation in a manner similar to that seen for cisplatin. Thepresence of the chelating 1,1-cyclobutane-dicarboxylateslows this reaction 100-fold and reduces the toxicity of theagent. The sites of alkylation and mechanisms of resistanceare like those seen for cisplatin, and the two agents showcross-resistance. The agent is widely distributed upon IV administration but, because of its greater stability, it bindsslowly to plasma proteins, requiring 24 hours to reach 90%bound drug compared with 4 hours for cisplatin. The agent iseliminated in the urine with a terminal elimination half-lifeof 2 to 6 hours. Adverse effects include myelosuppression,which is dose limiting. Other adverse effects include renaltoxicity, nausea, vomiting, and peripheral neuropathy, butthese occur much less frequently than with cisplatin.

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
498142
EPA Substance Registry System
Carboplatin (41575-94-4)
UNSPSC Code
41116107 · 41116107
NACRES
77 · NA.77
Protein binding
29 · 29-89%
Excreted unchanged in urine
32 · 32-70%
Volume of distribution
0.23 · 0.23-0.28(L/kg)
Biological half-life
1.5 · 1.5-6 / Increased
Symbol(GHS)
7 · GHS07,GHS08
Signal word
Danger
Hazard statements
302 · H302+H312+H332-H317-H334-H340-H360
Precautionary statements
201 · P201-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
PPE
3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
T
Risk Statements
46 · 46-61-20/21/22-42/43-20/21
Safety Statements
53 · 53-22-26-36/37/39-45
RIDADR
2811 · 2811
WGK Germany
3 · 3
RTECS
2300000 · TP2300000
HS Code
28439000 · 28439000
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralMuta. 1BRepr. 1BResp. Sens. 1Skin Sens. 1
Hazardous Substances Data
41575 · 41575-94-4(Hazardous Substances Data)
Toxicity
50 in · LD50 in mice (mg/kg): 150 i.p., 140 i.v.; in rats (mg/kg): 85 i.v. (Lelieveld)

Upstream & downstream products

Upstream raw materials

Barium hydroxide octahydrate1,1-Cyclobutanedicarboxylic acidEthanolPotassium iodideHydrazine monohydrochlorideBarium hydroxideSilver sulfatePotassium chloroplatinate

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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广州市慈铭生物科技有限公司020-38082199,29065168,38082986,29878298,29866629,4000192398
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