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59-30-3

Basic Information
CAS No.: 59-30-3
Name: Folic acid
Molecular Structure:
Molecular Structure of 59-30-3 (Folic acid)
Formula: C19H19N7O6
Molecular Weight: 441.4
Synonyms: 4-Pteridinol, 2-amino-6-((p-((1, 3-dicarboxypropyl)carbamoyl)anilino)methyl)-;Acido folico [INN-Spanish];Folsav;(2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-7-yl)methylamino]benzoyl]amino]pentanedioate;Vitamin M;Pteroyl-L-monoglutamic acid;Folvite;Folaemin [Netherlands];L-Glutamic acid, N-(4-((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-;Folico (Italy);pteridinyl)methyl]amino]benzoyl]-;Kyselina listova [Czech];Folettes;Folipac;Foliamin;(2R)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioate;Folasic (Australia);Incafolic;L-Glutamic acid,N-[4-[[(2-amino-1,4- dihydro-4-oxo-6-pteridinyl)methyl]amino]- benzoyl]-;Glutamic acid, pteroyl-, L-;Folic acid (TN);L-glutamic acid, N-[4-[[(2-amino-4,8-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-;Vitamin Be;(2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid;Pteroylmonoglutamate;Glutamic acid, N-[p-[[(2-amino-4-hydroxypyrimido(4, 5-b)pyrazin-6-yl)methyl]amino]benzoyl]-, L;L-Glutamic acid, N-(4-(((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, K salt;Folate;Glutamic acid, N-(p-(((2-amino-4-hydroxy-6-pteridinyl)methyl)amino)benzoyl)-, L-;Folacin;Vitamin B9;
EINECS: 200-419-0
Density: 1.68 g/cm3
Melting Point: 250 °C
Boiling Point: 552.35°C (rough estimate)
Flash Point:
Solubility: 1.6 mg/L (25 °C) in water
Appearance: orange to yellow crystalline powder
Hazard Symbols: Xn
Risk Codes: 33-62-68
Safety: 24/25
Transport Information:
PSA: 213.28000
LogP: 1.00030
Synthetic route
4271-30-1

N-(4-aminobenzoyl)-L-glutamic acid

2,5,6-triamino-1,4-dihydropyrimidin-4-one hydrochloride

59-30-3

folate

Conditions
ConditionsYield
With 1,1,1-trichloroacetone; sodium sulfite In water at 40 - 50℃; for 1h; pH=3 - 4; pH-value; Temperature;85%
921-03-9

1,1,3-trichloroacetone

4271-30-1

N-(4-aminobenzoyl)-L-glutamic acid

35011-47-3

2,4,5-triamino-6-hydroxypyrimidine sulfate

59-30-3

folate

Conditions
ConditionsYield
With sodium metabisulfite at 20 - 30℃; for 2h; Temperature; Ionic liquid;83.2%
With sodium metabisulfite; sodium acetate at 45℃; for 3h; Temperature;46.2%
918-00-3

1,1,1-trichloroacetone

6758-40-3

p-Nitrobenzoyl-L-(+)-glutamic acid

2387-48-6

2,4-diamino-5-nitroso-6-hydroxypyrimidine

59-30-3

folate

Conditions
ConditionsYield
Stage #1: p-Nitrobenzoyl-L-(+)-glutamic acid; 2,4-diamino6-hydroxy-5-nitroso pyrimidine With hydrogen In water at 82℃; under 6000.6 Torr;
Stage #2: 1,1,1-trichloroacetone With sodium metabisulfite; sodium hydroxide In water at 45℃; pH=4.5; pH-value; Pressure; Temperature;
80%
918-00-3

1,1,1-trichloroacetone

4271-30-1

N-(4-aminobenzoyl)-L-glutamic acid

35011-47-3

2,4,5-triamino-6-hydroxypyrimidine sulfate

59-30-3

folate

Conditions
ConditionsYield
Stage #1: 1,1,1-trichloroacetone; N-(4-aminobenzoyl)-L-glutamic acid With sodium acetate; sodium sulfite In acetic acid at 43℃; for 0.5h;
Stage #2: 2,4,5-triamino-6-hydroxypyrimidine sulfate In acetic acid at 38℃; for 5h;
75.5%
3475-39-6

1,1,3-tribromoacetone

4271-30-1

N-(4-aminobenzoyl)-L-glutamic acid

35011-47-3

2,4,5-triamino-6-hydroxypyrimidine sulfate

59-30-3

folate

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 40℃; pH=7.5; Temperature; pH-value;60%
497-15-4

2-hydroxy-3-oxopropionaldehyde

4271-30-1

N-(4-aminobenzoyl)-L-glutamic acid

59-30-3

folate

188497-71-4

7,8-dihydrofolic acid

Na-folate

68-04-2

sodium citrate

59-30-3

folate

Conditions
ConditionsYield
With sodium hydroxide
58-05-9

folinic acid

10016-20-3

alpha cyclodextrin

59-30-3

folate

Conditions
ConditionsYield
In water
59-30-3

folate

485800-26-8

N-tert-butoxycarbonyl cystamine

1301165-94-5

tert-butyl 2-{[2-({N2-(4-{[(2-amino-4-hydroxypteridin-6-yl)methyl]amino}benzoyl)-N1-[2-({2-[(tert-butoxycarbonyl)amino]ethyl}dithio)ethyl]-α-glutaminyl}amino)ethyl]dithio}ethylcarbamate

Conditions
ConditionsYield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 100℃;96%
59-30-3

folate

calcium chloride

C19H17N7O6(2-)*Ca(2+)

Conditions
ConditionsYield
Stage #1: folate With sodium hydroxide at 50℃; for 2h; pH=7.4;
Stage #2: calcium chloride In ethanol; water at 50℃; for 1h;
96%
59-30-3

folate

strontium chloride

C19H17N7O6(2-)*Sr(2+)

Conditions
ConditionsYield
Stage #1: folate With sodium hydroxide at 50℃; for 2h; pH=7.4;
Stage #2: strontium chloride In ethanol; water at 50℃; for 1h;
95%
64-17-5

ethanol

59-30-3

folate

C23H27N7O6

Conditions
ConditionsYield
With methanesulfonic acid at 20℃;95%
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

59-30-3

folate

153445-05-7

N-hydroxysuccinimide folate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; for 24h; Darkness;94%
With dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; for 0.0833333h; Inert atmosphere;53%
With dicyclohexyl-carbodiimide In dimethyl sulfoxide at 50℃; for 6h;
87156-40-9

1-amino-2-azidoethane

59-30-3

folate

C21H23N11O5

Conditions
ConditionsYield
Stage #1: folate With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dimethyl sulfoxide; N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: 1-amino-2-azidoethane In dimethyl sulfoxide; N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere; Cooling with ice;
94%
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; Inert atmosphere; Darkness;
Stage #2: 1-amino-2-azidoethane In dimethyl sulfoxide for 24h; Inert atmosphere; Darkness;
84%
59-30-3

folate

2450-71-7

Propargylamine

propargylfolate

Conditions
ConditionsYield
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: Propargylamine In N,N-dimethyl-formamide at 20℃; for 24h;
93%
59-30-3

folate

71-36-3

butan-1-ol

C27H35N7O6

Conditions
ConditionsYield
With methanesulfonic acid at 20℃;92%
50-00-0

formaldehyd

59-30-3

folate

calcium 5-methyl-tetrahydrofolate

Conditions
ConditionsYield
Stage #1: folate With sodium tetrahydroborate; edetate disodium; sodium hydroxide In water at 25 - 92℃;
Stage #2: formaldehyd With hydrogenchloride In water at 0 - 10℃; pH=9; Further stages;
91.35%
51857-17-1

tert-butyl N-(6-aminohexyl)carbamate

59-30-3

folate

850754-81-3

γ-{[tert-butyl-N-(6-aminohexyl)]carbamate}folic acid

Conditions
ConditionsYield
With pyridine; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; for 18h; Inert atmosphere;91%
59-30-3

folate

2450-71-7

Propargylamine

1009599-12-5

propargyl folic acid

Conditions
ConditionsYield
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: Propargylamine In N,N-dimethyl-formamide at 20℃; Cooling with ice;
90%
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: Propargylamine In N,N-dimethyl-formamide at 25℃; for 24h;
71.2%
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; 1,2-dichloro-ethane In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: Propargylamine In N,N-dimethyl-formamide at 20℃; for 24h;

nickel(II) chloride hexahydrate

7803-57-8

hydrazine hydrate

59-30-3

folate

[Ni2(FA)(N2H4)3(H2O)2(OH-)2]

Conditions
ConditionsYield
Stage #1: nickel(II) chloride hexahydrate; water; folate In ethanol for 0.166667h; Sonication;
Stage #2: hydrazine hydrate In ethanol at 120℃; for 12h; pH=10.5; Autoclave;
90%
71-23-8

propan-1-ol

59-30-3

folate

C25H31N7O6

Conditions
ConditionsYield
With methanesulfonic acid at 20℃;89%
67-56-1

methanol

59-30-3

folate

319919-60-3

C21H23N7O6

Conditions
ConditionsYield
With methanesulfonic acid at 20℃;87%
17768-41-1

adamantylmethylamine

59-30-3

folate

C30H36N8O5

Conditions
ConditionsYield
Stage #1: folate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide for 1h; Inert atmosphere; Darkness;
Stage #2: adamantylmethylamine With triethylamine In dimethyl sulfoxide for 48h; Inert atmosphere; Darkness;
86%
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  • Folic Acid

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Chemistry

The Structure of Folic Acid (CAS NO.59-30-3):

IUPAC Name: 2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
Molecular formula: C19H19N7O6
Molar mass: 441.4 g mol-1
H bond acceptors: 13
H bond donors: 7
Freely Rotating Bonds: 9
Polar Surface Area: 137.84Å2
Index of Refraction: 1.762
Molar Refractivity: 107.81 cm3
Molar Volume: 261.3 cm3
Surface Tension: 80.6 dyne/cm
Density: 1.68 g/cm3
Melting Point: 250 °C
Storage Temp: 2-8°C
Water Solubility: 1.6 mg/L (25 ºC)
Stability: Stable. Incompatible with heavy metal ions, strong oxidizing agents, strong reducing agents. Solutions may be light and heat sensitive
EINECS: 200-419-0
Product Categories: Food and Feed Additive; Biochemistry; Vitamins; Nutritional Supplements; Vitamin Ingredients
InChI
InChI=1/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1
Smiles
c12c(nc(CNc3ccc(C(N[C@@H](CCC(O)=O)C(O)=O)=O)cc3)cn1)c(nc([nH]2)N)=O

History

  Folic Acid (CAS NO.59-30-3) was identified as the corrective substance in brewer's yeast in the late 1930s and was first isolated in spinach leaves by Mitchell and others in 1941.

Uses

 Folic Acid (CAS NO.59-30-3) is necessary for the production and maintenance of new cells, appears to reduce the risk of stroke. It is also added to grain products in many countries and in these countries fortified products make up a significant source of folate. It is an important nutrient for women who may become pregnant.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 120mg/kg (120mg/kg)   Drugs in Japan Vol. -, Pg. 1409, 1995.
mouse LD50 intraperitoneal 85mg/kg (85mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA
Experientia. Vol. 41, Pg. 72, 1985.
mouse LD50 intravenous 282mg/kg (282mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 537, 1972.
mouse LD50 oral 10gm/kg (10000mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 537, 1972.
mouse LDLo subcutaneous 200mg/kg (200mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BLOOD: CHANGES IN SPLEEN
Proceedings of the Society for Experimental Biology and Medicine. Vol. 71, Pg. 544, 1949.
rabbit LD50 intravenous 410mg/kg (410mg/kg)   Drugs in Japan Vol. -, Pg. 1409, 1995.
rat LD50 intravenous 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 1409, 1995.

Safety Profile

Risk Statements: 33-62-68
R33: Danger of cumulative effects. 
R62: Risk of impaired fertility. 
R68: Possible risk of irreversible effects.
Safety Statements: 24/25
S24/25: Avoid contact with skin and eyes.
WGK Germany: 1
RTECS: LP5425000
F: 8

Specification

  Folic acid , with CAS number of 59-30-3, can be called Pteroyl-l-glutamic acid ; pteroylmonoglutamic acid ; pteroylglutamic acid ; pteroyglutamic acid ; pteglu ; pga ; n-[4-[[(2-amino-4-hydroxy-6-pteridyl)methyl]amino]benzoyl]glutamic acid ; n-4-[(2-amido-4-oxo-1,4-dihydro-6-terene)methylamino]benzoyl-l-glutamic acid . Folic Acid (CAS NO.59-30-3) is a toxic substance, with flammability, burning will produce toxic gases, so it should be stored in a tightly closed container which is cool, dry and well-ventilated, be away from incompatible substances and light. Dry powder, foam, sand, carbon dioxide, water mist can be used if something urgent happened.

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