ChemicalBook > CAS DataBase List > Raltitrexed

Raltitrexed

Product Name
Raltitrexed
CAS No.
112887-68-0
Chemical Name
Raltitrexed
Synonyms
Tomudex;TDX;D1694;CS-664;ZD-1694;Retitrose;ICI-D-1694;ZEN-D-1694;Raltirexed;Raltitrexe
CBNumber
CB1222070
Molecular Formula
C21H22N4O6S
Formula Weight
458.49
MOL File
112887-68-0.mol
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Raltitrexed Property

Melting point:
176-1800C
Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
H2O: ≥10mg/mL
pka
3.50±0.10(Predicted)
form 
solid
color 
off-white to light yellow
InChIKey
IVTVGDXNLFLDRM-HNNXBMFYSA-N
CAS DataBase Reference
112887-68-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,T
Risk Statements 
36/38-25-61
Safety Statements 
26-37/39-45-53
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
2
HS Code 
2934.99.4700
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R9156
Product name
Raltitrexed monohydrate
Purity
≥98% (HPLC), solid
Packaging
10mg
Price
$158
Updated
2024/03/01
Sigma-Aldrich
Product number
R9156
Product name
Raltitrexed monohydrate
Purity
≥98% (HPLC), solid
Packaging
50mg
Price
$628
Updated
2024/03/01
TCI Chemical
Product number
R0208
Product name
Raltitrexed
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$310
Updated
2024/03/01
TCI Chemical
Product number
R0208
Product name
Raltitrexed
Purity
>98.0%(HPLC)
Packaging
250mg
Price
$1081
Updated
2024/03/01
Cayman Chemical
Product number
26079
Product name
Raltitrexed
Packaging
10mg
Price
$62
Updated
2024/03/01
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Raltitrexed Chemical Properties,Usage,Production

Description

Tomudex was launched in Ireland, France, Luxembourg and the UK for advanced colorectal cancer and it was prepared in a convergent manner (6 steps) from diethyl L-glutamate and 6-bromomethyi-2-methyl-quinazolin4(3H)-one. Tomudex is a highly selective inhibitor of thymidylate synthase (TS), the key enzyme in the biochemical conversion of dUMP to dTMP. It enters the cell via the reduced folatefmethotrexate cell membrane carrier and is converted to the polyglutamate species by folylpolyglutamate synthase within 4h where it then binds to the folate substrate site of TS. Clinically, it had a 29% response rate in patients with advanced colorectal cancer. It is water soluble, can be administered as a single dose every three weeks and had no hepto- or nephrotoxicity.

Chemical Properties

Yellow Crystalline Powder

Originator

Zeneca (UK)

Uses

Folate-based inhibitor of thymidylate synthase; rapidly and extensively metabolized to its more potent polyglutamate derivatives. Antineoplastic

Definition

ChEBI: ICI D1694 is a N-acyl-amino acid.

brand name

Tomudex (Zeneca).

Biochem/physiol Actions

Raltitrexed is a folate-based inhibitor of thymidylate synthase (TS) that is rapidly and extensively metabolized to its more potent polyglutamate derivatives. By inhibiting the formation of precursor pyrimidine nucleotides, raltitrexed prevents the formation of DNA and RNA, which are required for the growth and survival of both normal cells and cancer cells.

Clinical Use

Treatment of colorectal cancer when fluorouracil and folinic acid cannot be used

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid with clozapine, increased risk of agranulocytosis.
Folic and folinic acid: impairs cytotoxic action - avoid.

Metabolism

Raltitrexed is actively transported into cells and metabolised to active polyglutamate forms.
The remainder of a dose is not metabolised and is excreted unchanged, about 50% of a dose appearing in the urine, and about 15% in the faeces.

Raltitrexed Preparation Products And Raw materials

Raw materials

N-Bromosuccinimide 4-(3H)quinazolinone DIETHYL GLUTAMATE

Preparation Products

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Raltitrexed Suppliers

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View Lastest Price from Raltitrexed manufacturers

Guangzhou PI PI BIOTECH INC
Product
Raltitrexed 112887-68-0
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
90%+
Supply Ability
10g
Release date
2021-09-20
Henan Tengmao Chemical Technology Co. LTD
Product
Raltitrexed 112887-68-0
Price
US $110.00-90.00/kilogram
Min. Order
1kilogram
Purity
99%
Supply Ability
10 tons/per week
Release date
2023-12-27
Nanjing Fred Technology Co., Ltd
Product
Raltitrexed 112887-68-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%, Single impurity＜0.1
Supply Ability
1 ton
Release date
2023-12-26

112887-68-0, RaltitrexedRelated Search:

Y27632 (hydrochloride) 5-Fluorouracil Bosutinib Pemetrexed Disodium BI 2536 Methotrexate Milrinone Quinazoline 2-AMINO-5-METHYLBENZAMIDE Raltitrexed 5-(DIMETHYLAMINO)THIOPHENE-2-CARBALDEHYDE 4-HYDROXY-6-METHYLQUINAZOLINE 1400W 3-DIMETHYLAMINOMETHYL-BENZYLAMINE 2-[(2-thienylmethyl)amino]-1-butanol (THIOPHENE-2-CARBONYL)-AMINO]-ACETIC ACID 6-(bromomethyl)-3,4-dihydro-2-methyl-4-oxoquinazoline (intermediate of raltitrexed) 5-nitro-2-thiophenic acid (intermediate of raltitrexed)

  • RALTITREXED
  • (s)-2-[(1-{5-[methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophen-2-yl}-methanoyl)-amino]-pentanedioic acid
  • ICI-D-1694
  • N-[[5-[[(1,4-Dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-2-thienyl]carbonyl]-L-glutamic Acid
  • Tomudex
  • ZD-1694
  • L-Glutamic acid, N-[[5-[[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-2-thienyl]carbonyl]-
  • (S)-2-(5-(METHYL((2-METHYL-4-OXO-3,4-DIHYDROQUINAZOLIN-6-YL)METHYL)AMINO)THIOPHENE-2-CARBOXAMIDO)PENTANEDIOIC ACID
  • 4-nitro-2-thiohenic acid
  • CS-664
  • (2s)-2-[[5-[methyl-[(2-methyl-4-oxo-1h-quinazolin-6-yl)methyl]amino]thiophene-2-carbonyl]amino]pentanedioic Acid
  • (2S)-2-[5-[N-Methyl-N-[[(3,4-dihydro-2-methyl-4-oxoquinazolin)-6-yl]methyl]amino]-2-thienylcarbonylamino]glutaric acid
  • (S)-2-[5-[N-Methyl-N-[[(3,4-dihydro-2-methyl-4-oxoquinazolin)-6-yl]methyl]amino]-2-thienylcarbonylamino]glutaric acid
  • ZEN-D-1694
  • Raltitrexed(ToMudex)
  • Raltirexed
  • (S)-2-(5-(Methyl((2-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)-methyl)amino)thiophene-2-carboxam
  • D1694
  • Raltitrexed (ZD1694
  • N-[[5-[[(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]methylamino]-2-thienyl]carbonyl]- L-glutamic acid
  • L-Glutamic acid, N-((5-(((1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)methylamino)-2-thienyl)carbonyl)- monohydrate
  • Raltitrexed monohydrate
  • Raltitrexed, >=99%
  • Raltitrexed USP/EP/BP
  • (S)-2-(5-(Methyl((2-methyl-4-oxo-1,4-dihydroquinazolin-6-yl)methyl)amino)thiophene-2-carboxamido)pentanedioic acid
  • (S)-2-[(1-{5-[Methyl-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-amino]-thiophen-2-yl}-methanoyl)-amino]-pentanedioic acid
  • Raltitrexe
  • Retitrose
  • TDX
  • 112887-68-0
  • 12887-68-0
  • 112887-68-7
  • C21H22N4O6S
  • C21H22N4O6SxH2O
  • Active Pharmaceutical Ingredients
  • Raltitrexed
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
  • 112887-68-0