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Dinoprost tromethamine

Dinoprost tromethamine structure

CAS No:
38562-01-5
Formula:
C20H34O5.C4H11NO3
Chemical Name:
Dinoprost tromethamine
Synonyms:
Prosta-5,13-dien-1-oic acid,9,11,15-trihydroxy-,(5Z,9α,11α,13E,15S)-,compd. with 2-amino-2-(hydroxymethyl)-1,3-propanediol (1:1);1,3-Propanediol,2-amino-2-(hydroxymethyl)-,(5Z,9α,11α,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oate (salt);Prostaglandin F2α THAM salt;Prostaglandin F2α tromethamine salt;Prostaglandin F2α tromethamine;THAM PGF2α;Tromethamine prostaglandin F2α;PGF2α THAM;PGF2α THAM salt;PGF2α tromethamine salt;Prostaglandin F2α tris(hydroxymethyl)aminomethane salt;U 14585;PGF2α Tris salt;Prostaglandin F2α-tham;PGF2α tromethamine;Dinoprost tromethamine;Lutalyse;U 14583E;Minprostin F2α;Prostaglandin F2α tris(hydroxymethyl)aminomethane;Dinolytic;Pronalgon F;Prostaglandin F2a tromethamine salt;NSC 196515;Lutalyze;Enzaprost T;Dinoprost trometamol;36300-07-9;38473-38-0;51553-13-0
Categories:
Analytical Chemistry > Standard

Description

Dinoprost(Prostaglandin F2α) tromethamine salt is a naturally occurring prostaglandin used in medicine to induce labor and as an abortifacient.

Dinoprost tromethamine Basic Attributes

Molecular Weight：

475.62

Exact Mass：

475.314514

EC Number：

254-002-3

HScode：

2937500000

Characteristics

PSA：

185

Appearance：

white powder

Melting Point：

25-35 °C

Boiling Point：

531°C

Flash Point：

289ºC

Water Solubility：

H2O: 1 mg/mL Aqueous solutions are stable for 30 days at 2-8°C and for several months frozen at −0°C in single use aliquots. Avoid repeated freeze/thaw cycles.

Storage Conditions：

−20°C

Safety Information

Packing level：

Ⅲ

Transport codes：

2811

wgk germany：

hazard class code：

60-22

safety instructions：

53-45

RTECS Number：

UK8025000

Marks：

Stability/Shelf Life：

STABLE IN LIGHT, AIR, & HEAT /DINOPROST TROMETHAMINE/

Precautionary statement(s)：

P201-P280-P301 + P312 + P330-P308 + P313

Hazard Statements：

H302-H360

Dinoprost tromethamine Use and Manufacturing

Methods of Manufacturing

The oil of 150 g of prostaglandin F2α (formula 6) was mixed with 5 L of acetonitrile and heated to dissolve. The temperature was controlled at 43 to 47 ° C and stirred for 15 min.And then filtered hot to obtain the filtrate, and then washed with acetonitrile, the total volume of acetonitrile to 21L, combined filtrate, and stir for 5min or so, In the course of stirring, to the filtrate by adding tromethamine solution, tromethamine solution by 49.2g of butyral trioxide and 90ml of water, and heated to 53 ~ 57 holding temperature for 5min, after the addition of crystallization Precipitation, add to continue after mixing 18 ~ 24h, And then natural cooling to room temperature, filtration, washing with acetonitrile crystallization 3 times, each 100ml, placed in a dry phosphorus pentahydrate drying vacuum to constant weight, generally need more than 5h, get tromethamine prostaglandin F2α ( 7) of about 180 g in 89percent yield.

Uses

One of the most biologically studied of the primary prostaglandins. Closely related to Prostaglandin E2 (PGE2) in that both prostaglandins are biosynthesized from the same precursors and that PGF2 is the synthetic reduction product of PGE2. Phospholipase A2 (PLA2) is a key enzyme for biosynthesis of PGF2α. Oxytocic; abortifacient.

Computed Properties

Molecular Weight:475.6
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:15
Exact Mass:475.31451739
Monoisotopic Mass:475.31451739
Topological Polar Surface Area:174
Heavy Atom Count:33
Complexity:494
Defined Atom Stereocenter Count:5
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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