CAS Number54-62-6
Synonyms4-Aminopteroyl-L-glutamic acid; apga; 4-AMINO-PGA; N-(4-{[(2,4-Diamino-6-pteridinyl)methyl]amino}benzoyl)-L-glutamic acid; 4-Aminofolic acid; MFCD00036692; N-(4-{[(2,4-Diaminopteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid; AGPA; EINECS 200-209-9; Aminoperin; 4-aminopteroylglutamic acid; aminopteridin; Aminopterin; L-N-[p-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-Glutamic acid; N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid; Minopterin; pteramina
Molecular FormulaC19H20N8O5
Molecular Weight440.41
Purity98.00%
Density1.6±0.1 g/cm3
Melting Point228-235 °C (dec.)
Appearancepowder
EINECS200-209-9
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 54-62-6 |
| Catalog No. | 2A-9016666 |
| Chinese Name | 氨基蝶呤 |
| Synonyms | 4-Aminopteroyl-L-glutamic acid; apga; 4-AMINO-PGA; N-(4-{[(2,4-Diamino-6-pteridinyl)methyl]amino}benzoyl)-L-glutamic acid; 4-Aminofolic acid; MFCD00036692; N-(4-{[(2,4-Diaminopteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid; AGPA; EINECS 200-209-9; Aminoperin; 4-aminopteroylglutamic acid; aminopteridin; Aminopterin; L-N-[p-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-Glutamic acid; N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid; Minopterin; pteramina |
| Molecular Formula | C19H20N8O5 |
| Molecular Weight | 440.41 |
| Purity | 98.00 |
| Density | 1.6±0.1 g/cm3 |
| Melting Point | 228-235 °C (dec.) |
| Appearance | powder |
| Storage Condition | This product should be sealed, dry and protected f |
| Packaging | I |
| Application | Aminopterin (4-Aminofolic acid), the 4-amino derivative of folic acid, is a folic acid antagonist. Aminopterin catalyzes the reduction of folate to tetrahydrofolate, and Aminopterin competitively inhi |
| EINECS | 200-209-9 |
| HTC | 3822009000 |
| UN(IATA) | UN 2811 |
| PubChem ID | 24278186 |
| MDL Number | MFCD00036692 |
| SMILES | Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1 |
| InChI | 1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1 |
| InChI Key | TVZGACDUOSZQKY-LBPRGKRZSA-N |
| Beilstein/REAXYS | 69045 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(a) |
| Risk Codes | R61;R28 |
| Safety Description | S53;S28;S36/37;S45 |
| MSDS | msds/16666_1_54_62_6.pdf |
| Bioactivity | Aminopterin (4-Aminofolic acid), the 4-amino derivative of folic acid, is a folic acid antagonist. Aminopterin catalyses the reduction of folic acid to tetrahydrofolic acid, and competitively inhibits dihydrofolate reductase (DHFR) with a Ki of 3.7 pM. Aminopterin has anticancer and immunosuppressive activity. Aminopterin is used in treatment of pediatric leukemia[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Antifolate Research Areas >> Inflammation/Immunology In Vitro The IC50 value of Aminopterin (4-Aminofolic acid) against CCRF-CEM cells during 72 h of exposure is 4.4 nM[2]. Aminopterin (4-Aminofolic acid) produces a marked inhibition of mitosis in low concentrations in human leukemic leukocytes[4]. References [1]. MEYER LM, et al. Aminopterin, a folic acid antagonist, in the treatment of leukemia. Am J Clin Pathol. 1949 Feb;19(2):119-26. [2]. Rosowsky A, et al. Synthesis and in vitro antifolate activity of rotationally restricted aminopterin and methotrexate analogues. J Med Chem. 2004 Dec 30;47(27):6958-63. [3]. Gebhardt DO, et al. The influence of aminopterin on limb regeneration in Ambystoma mexicanum. J Embryol Exp Morphol. 1966 Aug;16(1):143-58. [4]. F. W Gtmrz, et al. THE EFFECT OF 4-AMINO-PTEROYLGLUTAMIC ACID (AMINOPTERIN) ON HUMAN LEUKEMIC LEUKOCYTES IN VITRO. Blood (1950) 5 (2): 161-166. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Melting Point 228-235 °C (dec.) Molecular Formula C19H20N8O5 Molecular Weight 440.413 Exact Mass 440.155670 PSA 219.33000 LogP -1.21 Index of Refraction 1.762 InChIKey TVZGACDUOSZQKY-LBPRGKRZSA-N SMILES Nc1nc(N)c2nc(CNc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)cnc2n1 |
| Use of | Aminopterin (4-Aminofolic acid), the 4-amino derivative of folic acid, is a folic acid antagonist. Aminopterin catalyses the reduction of folic acid to tetrahydrofolic acid, and competitively inhibits dihydrofolate reductase (DHFR) with a Ki of 3.7 pM. Aminopterin has anticancer and immunosuppressive activity. Aminopterin is used in treatment of pediatric leukemia[1][2]. Properties Articles67 Name 4-aminofolic acid Synonym More Synonyms Aminopterin Biological Activity Description Aminopterin (4-Aminofolic acid), the 4-amino derivative of folic acid, is a folic acid antagonist. Aminopterin catalyses the reduction of folic acid to tetrahydrofolic acid, and competitively inhibits dihydrofolate reductase (DHFR) with a Ki of 3.7 pM. Aminopterin has anticancer and immunosuppressive activity. Aminopterin is used in treatment of pediatric leukemia[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Antifolate Research Areas >> Inflammation/Immunology In Vitro The IC50 value of Aminopterin (4-Aminofolic acid) against CCRF-CEM cells during 72 h of exposure is 4.4 nM[2]. Aminopterin (4-Aminofolic acid) produces a marked inhibition of mitosis in low concentrations in human leukemic leukocytes[4]. References [1]. MEYER LM, et al. Aminopterin, a folic acid antagonist, in the treatment of leukemia. Am J Clin Pathol. 1949 Feb;19(2):119-26. [2]. Rosowsky A, et al. Synthesis and in vitro antifolate activity of rotationally restricted aminopterin and methotrexate analogues. J Med Chem. 2004 Dec 30;47(27):6958-63. [3]. Gebhardt DO, et al. The influence of aminopterin on limb regeneration in Ambystoma mexicanum. J Embryol Exp Morphol. 1966 Aug;16(1):143-58. [4]. F. W Gtmrz, et al. THE EFFECT OF 4-AMINO-PTEROYLGLUTAMIC ACID (AMINOPTERIN) ON HUMAN LEUKEMIC LEUKOCYTES IN VITRO. Blood (1950) 5 (2): 161-166. Chemical & Physical Properties Molecular Formula C19H20N8O5 Exact Mass 440.155670 PSA 219.33000 LogP -1.21 Index of Refraction 1.762 InChIKey TVZGACDUOSZQKY-LBPRGKRZSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: TOXIC SOLID, ORGANIC, N.O.S. (N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]- L-glutamic acid) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]- L-glutamic acid) International air transport hazard regulations: Toxic solid, organic, n.o.s. (N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-L- glutamic acid) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: I International Dangerous Regulations for sea transport: I International Dangerous Regulations for air transport: I 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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